[0001] The present invention relates to antimicrobial compositions comprising a biocide
in combination with an polyamine, a method for enhancing the antimicrobial activity
of a biocides, and the corresponding use of such aminopolymers as boosters for antimicrobial
agents.
[0002] Antimicrobial effects of certain polymers containing quaternary ammonium groups has
been described inter alia in
WO06/117382,
WO 97/32477.
US-2011-171279 describes the antimicrobial activity of Triclosan, which has been chemically bonded
to a polyethylenimine backbone.
[0003] It has now been found, that the antimicrobial action of common biocides may be greatly
enhanced by addition of a polyamine.
[0004] The invention thus generally pertains to a composition comprising
- a) an antimicrobial agent and
- b) a polyamine, especially a polyethylenimine (PEI).
[0005] The antimicrobial agent (component a) is selected from the group consisting of chlorine
dioxide, chlorine dioxide generating compounds, formic acid, and especially biocides
containing halogen atoms, biocides containing phenolic moieties, and dialdehydes,
as well as antimicrobial metal such as antimicrobial silver or components containing
anti-microbial silver.
Preferred polyamines (component b) are of Mw higher than 400 g/mol, preferred classes
are polyethyleneimines (PEIs).
[0006] As used in the present invention, these polymers generally are polycationic polymers
or oligomers. Polycationic in the context of the invention means that the polymer
has a minimum charge density of more than 1 meq/g, preferably from 5 to 25 meq/g,
and more preferably from 10 to 20 meq/g, measured in each case at a pH of 4 to 5.
[0007] In accordance with the invention it is possible to use all polymers which either
comprise free or alkyl-substituted amino groups or quaternary ammonium groups in the
polymer chain or carry secondary or tertiary amino groups or quaternary ammonium groups
attached to the polymer chain directly or via intermediate members. These amino groups
or quaternary ammonium groups may also be members of 5- or 6-membered ring systems,
such as of morpholine, piperidine, piperazine or imidazole rings, for example. In
accordance with the invention the cationic polymer may be selected from polyamides,
polyimines and polyamines, polydiallyldimethylammonium chloride, polyvinylamine, polyvinylpyridine,
polyvinylimidazole, and polyvinylpyrrolidone, and also natural and semisynthetic polymers,
including cationically modified starch.
[0008] The polycationic polymers for use in accordance with the invention preferably have
a number-average molecular weight in the range from 500 to 2 000 000 g/mol, preferably
750 g/mol to 100 000 g/mol. As polycationic polymer (b) it is preferred to use polyethylenimine,
the polyethylenimine preferably having a number-average molecular weight of 500 g/mol
to 125 000 g/mol, and more preferably 750 g/mol to 100 000 g/mol.
[0009] The polycationic polymers may be present in linear or branched form or in the form
of what are called dendrimers; preferably they are present in the form of dendrimers.
Particular preference is given in accordance with the invention to using polyethylenimine
in dendrimer form. The term dendrimer relates to a series of branched molecular structures,
inter alia including dendrimers, star-like polymers and hyperbranched polymers.
[0011] One particularly preferred embodiment of the invention uses as said at least one
polycationic polymer polyethylenimine having a number-average molecular weight of
500 g/mol to 125 000 g/mol, preferably of 750 g/mol to 100 000 g/mol, in dendrimer
form.
[0012] In accordance with the invention at least one polycationic polymer (b) is used; hence
there may be one polycationic polymer used or else mixtures of two, three or more
polycationic polymers.
[0013] A survey on typical synthesis methods for polymers suitable in the invention may
be found in
C. Gao, D. Yan, Prog. Polym. Sci. 29 (2004), 183. Dendritic and hyperbranched polymers, as useful in the present invention, are further
described in
P.J. Flory, J. Am. Chem. Soc. 1952, 74, 2718, and
H. Frey et al., Chemistry - A European Journal, 2000, 6, No. 14, 2499.
[0014] An important embodiment of the invention relates to a composition comprising b) at
least one ethylenimine homopolymer (also recalled as polyethylenimine b).
[0015] In one embodiment, the polyethylenimine b) has a mean molecular weight M
w from the range 500 to 1000000 g/mol, especially 600 to 75000 g/mol, more especially
800 to 25000 g/mol, as detectable by gel permeation chromatography (GPC).
[0016] Highly branched polyethylenimines b) are characterized by their degree of branching
(DB). DB may be determined, for example, by
13C-NMR spectrometry, preferably in D
2O. DB is defined as follows:

wherein D stands for the fraction of tertiary amino groups, L (linear) stands for
the fraction of secondary amino groups, and T (terminal) stands for the fraction of
primary amino groups.
[0017] Highly branched polyethylenimines, as preferred as present component (b), are those
polyethylenimines whose DB ranges from 0.1 to 0.95, preferably 0.25 to 0.90, more
preferably 0.30 to 0.80, amost preferably is 0.5 or higher, e.g. 0.5-0.8.
[0018] Most preferred are PEIs conforming in uncharged form with the (empirical) formula
-(CH
2-CH
2-NH)
n- wherein n ranges from approximately 10 to 100000, most especially from 10 to approximately
15000, and grafted variants thereof; end groups thus are predominantly amino and/or
moieties of the grafting agent. Grafting is especially achieved by ethoxylation. The
PEI backbone is usually branched, i.e. certain N-hydrogen atoms in the above formula
are replaced by CH
2-CH
2-NH
2 or by a further polyethylenimine chain, which again may be branched, thus leaving
the above empirical formula unchanged. PEIs are, under normal application conditions,
e.g. in contact with water of pH close to the neutral such as pH 4-9 or pH 5-8, usually
present in charged form as polycationic polymers or oligomers. Examples are the following
species:
- (I) Branched polyethylenimine of ca. molecular weight 800 (GPC) and charge density
of 16 meq/g of dry substance, determined at pH 4.5, and ratio primary/secondary/tert.
amino (as determined by 13C-NMR) = 1/0.9/0.5 (product commercially available as Lupasol® FG).
- (II) Branched polyethylenimine of ca. molecular weight 2000 (GPC; hereinafter referred
to as PEI (II)).
- (III) Branched polyethylenimine of ca. molecular weight 25000 (GPC), charge density
of 17 meq/g of dry substance, determined at pH 4.5, and ratio primary/secondary/tert.
amino (as determined by 13C-NMR) = 1/1.1/0.7 (product commercially available as Lupasol® WF).
- (IV) Ethoxylated polyethylenimine comprising 5 parts by weight of a branched polyethylenimine
core of molecular weight 600-800 (GPC) and 95 parts by weight of moieties of formula
-CH2-CH2-O-; hereinafter referred to as PEI (IV).
[0019] The antimicrobial agent (present component a) is within the definitions given, for
example, selected from known biocides including pyrithiones, especially the sodium,
copper and/or zinc complex (ZPT); Octopirox®; 1-(4-chlorophenyoxy)-1-(1-imidazolyl)3,3-dimethyl-2-butanone
(Climbazol®), selensulfid,; isothiazolinones such as methylchloroisothiazolinone/methylisothiazolinone
(Kathon CG®); methylisothiazolinone, methylchloroisothiazolinone, octylisothiazolinone,
benzylisothiazolinone, methylbenzisothiazolinone, butylbenzisothiazolinone, dichlorooctylisothiazolinone;
inorganic sulphites and hydrogen sulphites, sodium sulfite; sodium bisulfite; imidazolidinyl
urea (Germall 115®), diazolidinyl urea (Germall II®); ethyl lauroyl arginate, farnesol,
benzyl alcohol, phenoxyethanol, phenoxypropanol, biphenyl-2-ol, phenethyl alcohol,
2,4-dichlorobenzyl alcohol, chlorbutanol, 1,2-diols, 1,2-pentandiol, 1,2-hexandiol,
1,2-octandiol, 1,2-propandiol, 3(2-ethylhexyloxy)propane (ethylhexylglycerin), 1,3-diols,
2-ethyl-1,3-hexandiol, ethanol, 1-propanol, 2-propanol; 5-bromo-5-nitro-1,3-dioxane
(Bronidox ®), 2-bromo-2-nitropropane-1,3-diol (Bronopol®); dibromhexamidin; formaldehyde,
paraformaldehyde; iodopropynyl butylcarbamate (Polyphase P100®); chloroacetamide;
methanamine; methyldibromonitrile glutaronitrile, (1,2dibromo-2,4-dicyanobutane or
Tektamer®); glutaraldehyde; glyoxal; sodium hydroxymethylglycinate (Suttocide A®);
polymethoxy bicyclic oxazolidine (Nuosept C®); dimethoxane; captan; chlorphenesin;
dichlorophene; halogenated diphenyl ethers; 2,4,4'-trichloro-2'-hydroxy-diphenyl ether
(Triclosan. or TCS); 4,4'-Dichloro-2-hydroxydiphenyl ether (Diclosan); 2,2'-dihydroxy-5,5'-dibromo-diphenyl
ether; phenolic compounds; phenol; Para-chloro-meta-xylenol (PCMX); 2-Methyl Phenol;
3-Methyl Phenol; 4-Methyl Phenol; 4-Ethyl Phenol; 2,4-Dimethyl Phenol; 2,5-Dimethyl
Phenol; 3,4-Dimethyl Phenol; 2,6-Dimethyl Phenol; 4-n-Propyl Phenol; 4-n-Butyl Phenol;
4-n-Amyl Phenol; 4-tert-Amyl Phenol; 4-n-Hexyl Phenol; 4-n-Heptyl Phenol; Mono- and
Poly-Alkyl and Aromatic Halophenols; p-Chlorophenol; Methyl p-Chlorophenol; Ethyl
p-Chlorophenol; n-Propyl p-Chlorophenol; n-Butyl p-Chlorophenol; n-Amyl p-Chlorophenol;
sec-Amyl p-Chlorophenol; Cyclohexyl p-Chlorophenol; n-Heptyl p-Chlorophenol; n-Octyl
p-Chlorophenol; o-Chlorophenol; Methyl o-Chlorophenol; Ethyl o-Chlorophenol; n-Propyl
o-Chlorophenol; n-Butyl o-Chlorophenol; n-Amyl o-Chlorophenol; tert-Amyl o-Chlorophenol;
n-Hexyl o-Chlorophenol; n-Heptyl o-Chlorophenol; o-Benzyl p-Chlorophenol; o-Benxyl-m-methyl
p-Chlorophenol; o-Benzyl-m; m-dimethyl p-Chlorophenol; o-Phenylethyl p-Chlorophenol;
o-Phenylethyl-m-methyl p-Chlorophenol; 3-Methyl p-Chlorophenol; 3,5-Dimethyl p-Chlorophenol;
6-Ethyl-3-methyl p-Chlorophenol; 6-n-Propyl-3-methyl p-Chlorophenol; 6-iso-Propyl-3-methyl
p-Chlorophenol; 2-Ethyl-3,5-dimethyl p-Chlorophenol; 6-sec-Butyl-3-methyl p-Chlorophenol;
2-iso-Propyl-3,5-dimethyl p-Chlorophenol; 6-Diethylmethyl-3-methyl p-Chlorophenol;
6-iso-Propyl-2-ethyl-3-methyl p-Chlorophenol; 2-sec-Amyl-3,5-dimethyl p-Chlorophenol;
2-Diethylmethyl-3,5-dimethyl p-Chlorophenol; 6-sec-Octyl-3-methyl p-Chlorophenol;
p-Chloro-m-cresol: p-Bromophenol; Methyl p-Bromophenol; Ethyl p-Bromophenol; n-Propyl
p-Bromophenol; n-Butyl p-Bromophenol; n-Amyl p-Bromophenol; sec-Amyl p-Bromophenol;
n-Hexyl p-Bromophenol; Cyclohexyl p-Bromophenol; o-Bromophenol; tert-Amyl o-Bromophenol;
n-Hexyl o-Bromophenol; n-Propyl-m,m-Dimethyl o-Bromophenol; 2-Phenyl Phenol; 4-Chloro-2-methyl
phenol; 4-Chloro-3-methyl phenol; 4-Chloro-3,5-dimethyl phenol; 2,4-Dichloro-3,5-dimethylphenol;
3,4,5,6-Terabromo-2-methylphenol; 5-Methyl-2-pentylphenol; 4-Isopropyl-3-methylphenol
Para-chloro-meta-xylenol (PCMX); Chlorothymol; Phenoxy-ethanol; Phenoxyisopropanol;
5-Chloro-2-hydroxydiphenylmethane; Resorcinol and its Derivatives; Resorcinol; Methyl
Resorcinol; Ethyl Resorcinol; n-Propyl Resorcinol; n-Butyl Resorcinol; n-Amyl Resorcinol;
n-Hexyl Resorcinol; n-Heptyl Resorcinol; n-Octyl Resorcinol; n-Nonyl Resorcinol; Phenyl
Resorcinol; Benzyl Resorcinol; Phenylethyl Resorcinol; Phenylpropyl Resorcinol; p-Chlorobenzyl
Resorcinol; 5-Chloro 2,4-Dihydroxydiphenyl Methane; 4'-Chloro 2,4-Dihydroxydiphenyl
Methane; 5-Bromo 2,4-Dihydroxydiphenyl Methane; 4'-Bromo 2,4-Dihydroxydiphenyl Methane;
; bisphenolic compounds; 2,2'-methylene bis-(4-chlorophenol); 2,2'-methylene bis-(3,4,6-trichlorophenol);
2,2'-methylene bis-(4-chloro-6-bromophenol); bis(2-hydroxy-3,5-dichlorophenyl)sulfide;
bis(2-hydroxy-5-chlorobenzyl)sulfide; halogenated carbanilides; 3,4,4'-trichlorocarbanilides
(Triclocarban® or TCC); 3-trifluoromethyl-4,4'-dichlorocarbanilide; 3,3',4-trichlorocarbanilide;
chlorohexidine and its digluconate; diacetate and dihydrochloride; hydroxybenzoic
acid and its salts and esters (parabenes); methylparaben, ethylparaben, propylparaben,
butylparaben, isopropylparaben, isobutylparaben, benzylparaben, sodium methylparaben,
sodium propylparaben; benzoic acid and its salts, lactic acid and its salts, citric
acid and its salts, formic acid and its salts, performic acid and its salts, propionic
acid and its salts, salicylic acid and its salts, sorbic acids and its salts, 10-undecylenic
acid and its salts; decanoic acid and its salts; dehydroacetic acid, acetic acid,
peracetic acid, bromoacetic acid, nonanoic acid, lauric acid and its salts, glyceryl
laurate, hydrochloric acid and its salts, sodium hypochlorite, hydrogen peroxide,
sodium hydroxy methyl-aminoacetate, sodium hydroxymethylglycinate, thiabendazole,
hexetidine (1,3-bis(2-ethylhexyl)-hexahydro-5-methyl-5-pyrimidine); poly(hexamethylenebiguanide)
hydrochloride (Cosmocil); hydroxy biphenyl and its salts such as ortho-phenylphenol;
dibromo hexamidine and its salts including isethionate (4,4'-hexamethylenedioxy-bis(3-bromo-benzamidine)
and 4,4'-hexamethylenedioxy-bis(3-bromo-benzamidinium 2-hydroxyethanesulfonate); mercury,
(aceto-o)phenyl (i.e. phenyl mercuric acetate) and mercurate(2-),(orthoboate(3-)-o)phenyl,
dihydrogene (i.e. phenyl mercuric borate); 4-chloro-3,5-dimethylphenol (Chloroxylenol);
poly-(hexamethylene biguanide) hydrochloride; 2-benzyl-4-chlorphenol (Methenamine);
1-(3-chloroallyl)-3,5,7-triaza-1-azonia-adamantanchloride (Quaternium 15), 1,3-bis(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione
(DMDM hydantoin, Glydant®); 1,3-Dichloro-5,5-dimethylhydantoin; 1,2-dibromo-2,4-dicyano
butane; 2,2' methylene-bis(6-bromo-4-chloro phenol) bromochlorophene; 2-benzyl-4-chlorophenol
(Chlorophenone); chloracetamide; 3-(4-chlorophenoxy)-1,2-propandiol(chlorophenesin);
phenylmethoxymethanol and ((phenylmethoxy)methoxy)-methanol (benzylhemiformal); N-alkyl(C12-C22)trimethyl
ammoniumbromide and - chloride (cetrimonium bromide, cetrimonium chloride); dimethydidecylammonium
chloride; benzyl-dimethyl-(4-(2-(4-(1,1,3,3-tetramethylbutyl)-phenoxy)-ethoxy)-ethyl)-
ammonium chloride (benzethonium chloride); Alkyl-(C8-C18)-dimethyl-benzylammonium
chloride, - bromide and saccharinate (benzalkonium chloride, benzalkonium bromide,
benzalkonium saccharinate); mercurate(1-ethyl)2-mercaptobenzoate(2-)-O,S-,hydrogene
(Thiomersal or Thiomerosal); silver compounds such as organic silver salts, inorganic
silver salts, silver chloride including formulations thereof such as JM Acticare®
and micronized silver particles, organic silver complexes such as for example silver
citrate (Tinosan SDC®) or inorganic silvers such as silver zeolites and silver glass
compounds (e.g. Irgaguard® B5000, Irgaguard® B6000, Irgaguard® B7000) and others described
in
WO-A-99/18790,
EP1041879B1,
WO2008/128896; inorganic or organic complexes of metal such as Cu, Zn, Sn, Au etc.; geraniol, tosylchloramide
sodium (Chloramin T); 3-(3,4-dichlorphenyl)-1,1-dimethylharnstoff (Diuron®); di-chlofluanid;
tolylfluanid; terbutryn; cybutryne; (RS)-4-[1-(2,3-dimethylphenyl)ethyl]-3H-imidazole;
2-butanone peroxide; 4-(2-nitrobutyl)morpholine; N-(3-aminopropyl)-N-dodecylpropane-1,3-diamine
(Diamin®); dithio-2,2'-bis(N-methylbenzamide); mecetroniumetilsulfat; 5-ethyl-1-aza-3,7-dioxabicyclo-(3,3,0)octan;
2,2-dibromo-2-cyanoacetamide; methylbenzimidazol-2-ylcarbamat (Carbendazim®); 1,2-dibromo-2,4-dicyanobutane;
4,4-Dimethyloxazolidine; tetrakis(hydroxymethyl)phosphonium sulfate; octenidine dihydrochloride;
tebuconazole; glucoprotamine; Amines, n-C10-16- alkyltrimethylenedi-, reaction products
with chloroacetic acid (Ampholyte 20®), PVP iodine; sodium iodinate, 1,3,5-Tris-(2-hydroxyethyl)-1,3,5-hexahydrotriazin;
Dazomet.
[0020] Preferred antimicrobial agents are selected from the group consisting of dialdehydes;
components containing an antimicrobial metal such as antimicrobial silver; formic
acid, and antimicrobial compounds of molecular weight 80 to about 400 g/mol. Most
important as present component (a) are dialdehydes and especially biocides containing
halogen atoms and/or phenolic moieties. Phenolic moieties generally are moieties of
phenol (i.e. hydroxybenzene) or etherified or esterified variants thereof, which are
contained in the biocide molecule or make up the biocide molecule (example: phenoxyethanol).
The biocides containing halogen atoms, and the biocides containing phenolic moieties,
usually are monomeric compounds of molecular weight 80 to about 400 g/mol. Dialdehydes
generally are of the same molecular weight range or less (like 1,2-ethanedial of molecular
weight 58 g/mol).
[0021] Monomeric antimicrobials of molecular weight 80 to about 400 g/mol may be selected
from the above list.
[0022] Components containing antimicrobial silver generally are active by releasing small
amounts of silver; suitable components of this class are described as elemental silver,
silver compounds and/or silver incorporated into a support material e.g. in
WO2008/128896. Preferred are silver zeolites and silver glass compounds (e.g. Irgaguard® B5000,
Irgaguard® B6000, Irgaguard® B7000) and others described in
WO-A-99/18790,
EP1041879B1,
WO2008/128896; preferred components of this class like silver zeolites, silver glass, usually contain
0.25 - 5 % b.w. of silver; the support material may contain up to 70 % b.w., preferably
3 - 65 % b.w., of zinc (Zn, generally in ionic form bound in glass or zeolite).
[0023] A subject of specific technical interest in the present invention pertains to a combination
of present component (b), especially polyethylene-imines (PEIs), with the biocidal
active chlorine dioxide in aqueous solution. Preferably, the chlorine dioxide is generated
via a water soluble or water dispersable solid tablet comprising NaCIO2 (commercially
available under the trade name Aseptrol®).
[0024] More preferred as component (a) are biocides from the class containing halogen (especially
Cl or Br) atoms and/or containing phenolic moieties, formic acid, chlorine dioxide
or chlorine dioxide generating compounds, or dialdehydes.
[0025] Some biocide components (a) of special importance are the compounds:
- i) 2-Bromo-2-nitropropane-1,3-diol (Bronopol®) of the formula

- ii) 1,5-Pentandial (also known as glutaraldehyde) of the formula OHC(CH2)3CHO;
- iii) 2-Phenoxyethanol of the formula Phenyl-O-CH2CH2-OH;
- iv) formic acid of the formula H(CO)OH;
- v) 1,2-ethanedial of the formula H(CO)(CO)H:
- vi) 2,4-Dichlorobenzyl alcohol of the formula

- vii) 3,5-Dimetl-1,3-5-thiadiazinane-2-thione of the formula

- viii) 1,3,5-Tris-(2-hydroxyethyl)-hexahydro-1,3,5-triazine of the formula

- ix) 2-Methylthio-4-tert-butylamino cyclopropylamino-6-(1,3,5-triazine) of the formula

- x) 2,4,4'-Trichloro 2'-hydroxydiphenylether of the formula

- xi) 4,4'-Dichloro 2'-hydroxydiphenylether of the formula

- xii) silver-glass;
- xiii) silver zeolite.
[0026] The biocide component (a) according to the invention may be a single compound or
a mixture of compounds.
[0027] On 1 part by weight of the biocide (component a), the present composition preferably
comprises 0.001 to 1000, especially 0.001 to 10, parts by weight of component (b).
[0028] The invention further relates to a biocidal composition, which composition contains
0.001to 5 % b.w. of the biocide (component a), relative to the total weight of the
composition.
[0029] Summarizing the effects found in the present invention, it is noted that:
- 1. Polyamines such as PEI may show antimicrobial, preservative and/or microorganism
adhesion inhibiting effects.
- 2. Especially, PEIs with the preferred structural features as described above (see
passages ranging from page 1, line 22, to page 3, line 37) may show antimicrobial,
preservative and/or microorganism adhesion inhibiting effect.
- 3. Beside the effects described under 1 and 2, low concentrations of PEIs, and combinations
of PEIs which do not show antimicrobial or preservation activity or microorganism
adhesion inhibiting effects on their own, are able to increase the antimicrobial efficacy
of biocides.
- 4. Surprisingly, especially PEIs as described above (see passages ranging from page
1, line 22, to page 3, line 37) and combinations of these PEIs increase the antimicrobial
efficacy of biocides at concentrations of the PEIs which usually don't show antimicrobial
or preservation activity or only very weak antimicrobial activity.
- 5. PEIs as described above (see passages ranging from page 1, line 22, to page 3,
line 37) are especially able to increase the activity of the following biocides: phenoxyethanol,
bronopol, Tinosan HP100, glutaraldehyde.
- 6. According to the invention, combinations as described under 1 to 5 are used in
the antimicrobial treatment, deodorization and disinfection if the skin, mucosa and
hair.
- 7. According to the invention, combinations as described under 1 to 5 are used for
preservation of cosmetic products.
- 8. According to the invention, combinations as described under 1 to 5 are used in
hand disinfection.
- 9. According to the invention, combinations as described under 1 to 5 are in the shape
of hand soaps, hygienic hand rubs or surgical scrubs.
- 10. According to the invention, combinations as described under 1 to 5 are used in
disinfection of inanimate surfaces, fabrics, medical and surgical instruments, swimming
pools, chemical toilets and waste bins, barns and animal housings.
- 11. According to the invention, combinations as described under 1 to 5 and used as
described in section 10 can be in the physical state of liquid and powder detergents,
hygienic fabric rinsers, all-purpose cleaners, disinfection sprays, sachets etc.
- 12. According to the invention, combinations as described under 1 to 5 are used in
in-can preservation.
- 13. According to the invention, combinations as described under 1 to 5 as used in
section 12 are used in preservation of raw materials, paints, adhesives, dispersions,
home care products like detergent cleaners, all-purpose cleaners, manual dish wash;
colorants.
- 14. According to the invention, combinations as described under 1 to 5 are used in
the preservation of metal working fluids and drilling muds.
- 15. According to the invention, combinations as described under 1 to 5 are used in
the treatment of organic or synthetic textile fibre materials and leather.
- 16. According to the invention, combinations as described under 1 to 5 are used in
water-treatment applications like preservation and disinfection of cooling water reservoirs
and cycles, cleaning of reverse-osmosis membranes.
- 17. According to the invention, combinations as described under 1 to 5 are used in
pulp and paper applications.
- 18. According to the invention, combinations as described under 1 to 5 are used in
production and processing of mineral oil.
- 19. According to the invention, combinations as described under 1 to 5 are used in
marine anti-fouling application.
- 20. According to the invention, combinations as described under 1 to 5 are used in
odor-control applications like waste bin deodorization, treatment of rental cars and
campers, room sprays.
- 21. According to the invention, combinations as described under 1 to 5 are antimicrobial
compositions comprising a synergistic mixture, the first component of which is a PEI
as described above (see passages ranging from page 1, line 22, to page 3, line 37)
and the second component of which is a commercial biocide as described above, especially
selected from the class containing halogen (especially Cl or Br) atoms and/or containing
phenolic moieties, like Tinosan HP 100, bronopol, phenoxyethanol; wherein the ratio
of the first component to the second component is 1/0.001 to 1/1000; and wherein the
composition has 0.001 % up to 5% of the biocide present.
- 22. According to the invention, compositions as under section 21 are used in the antimicrobial
treatment, deodorization and disinfection if the skin, mucosa and hair.
- 23. According to the invention, compositions as under section 21 are used for preservation
of cosmetic products.
- 24. According to the invention, compositions as under section 21 are used in hand
disinfection.
- 25. According to the invention, compositions as under section 24 are in the shape
of hand soaps, hygienic hand rubs or surgical scrubs.
- 26. According to the invention, compositions as under section 21 are used in disinfection
of inanimate surfaces, fabrics, medical and surgical instruments, swimming pools,
chemical toilets and waste bins, barns and animal housings.
- 27. According to the invention, products as under section 26 can be in the physical
state of liquid and powder detergents, hygienic fabric rinsers, all-purpose cleaners,
disinfection sprays, sachets etc.
- 28. According to the invention, compositions as under section 21are used in in-can
preservation.
- 29. According to the invention, compositions as under section 28 are used in preservation
of raw materials, paints, adhesives, dispersions, home care products like detergent
cleaners, all-purpose cleaners, manual dish wash; colorants.
- 30. According to the invention, compositions as under section 21 are used in preservation
of metal working fluids and drilling muds.
- 31. According to the invention, compositions as under section 21 are used in the treatment
of organic or synthetic textile fibre materials.
- 32. According to the invention, compositions as under section 21 are used in water-treatment
applications like preservation and disinfection of cooling water reservoirs and cycles,
cleaning of reverse-osmosis membranes.
- 33. According to the invention, compositions as under section 21 are used in pulp
and paper applications.
- 34. According to the invention, compositions as under section 21 are used in production
and processing of mineral oil.
- 35. According to the invention, compositions as under section 21 are used in marine
anti-fouling application.
- 36. According to the invention, compositions as under section 21 are used in odour-control
applications like waste bin deodorization, treatment of rental cars and campers, room
sprays.
Home Care application
[0030] Antimicrobial compounds like those of present component (b) can be formulated into
cleaning and disinfecting products. These may be cleaning products for hard surfaces,
laundry detergents, fabric conditioners, hand dishwash products, products for disinfection
and sanitization of hard surfaces, all purpose cleaners, floor cleaners, glass cleaners,
kitchen cleaners, bath cleaners, sanitary cleaners, hygiene rinse products for fabrics,
carpet cleaners, furniture cleaners, but also products for conditioning, sealing,
caring or treating hard and soft surfaces. The cleaning and disinfecting products
can be solids, powders, granules, cakes, bars, tablets, liquids, pastes or gels. They
may be ready to use products, or concentrates which are diluted before or during the
cleaning, washing, treating or conditioning process.
[0031] The purposes of the cleaning and disinfecting products containing BIOCIDE are the
killing, control and/or inhibition of growth of microorganisms, like bacteria, fungi,
yeasts, viruses and algae on the hard and soft surfaces that are treated with the
product. The BIOCIDE can also have a benefit in the sense that it manipulates the
metabolism of the mentioned microorganisms on these surfaces, which may result in
fewer odours. The effect can be a quick effect which takes place and is finished within
the treatment period. But the antimicrobial effect can also be a longer lasting effect,
which continues to take place on the treated surfaces, after application. Below we
will use the phrase "antimicrobial effect" to refer to all these effects mentioned
in this paragraph.
[0032] Present invention thus includes cleaning and disinfecting product formulations comprising
(a) 0.01-10% of a combination of present components (a) and (b), i.e. BIOCIDE and
polyamine, and at least one of the following components
(c) 0-80% of one or more surface active agents
(d) 0-50% of one or more hydrotropic agent(s)
(e) 0-50% of one or more further additive(s) that may improve the antimicrobial effect
of the cleaning or disinfecting product.
(f) 0-10% of one or more agent(s) that can stabilize the active BIOCIDE in the formulation.
[0033] Examples for the components (c) to (f) are given below:
(c) Surface active agents
[0034] Surface active agents will normally comprise at least one surfactant which may be
anionic, cationic, nonionic or amphoteric.
[0035] The anionic surfactant can be, for example, a sulfate, sulfonate or carboxylate surfactant
or a mixture thereof. Often used are alkylbenzenesulfonates, alkyl sulfates, alkyl
ether sulfates, olefin sulfonates, fatty acid salts, alkyl and alkenyl ether carboxylates
or to an α-sulphonic fatty acid salt or an ester thereof.
[0036] Often used sulfonates are, for example, alkylbenzenesulfonates having from 10 to
20 carbon atoms in the alkyl radical, alkyl sulfates having from 8 to 18 carbon atoms
in the alkyl radical, alkyl ether sulfates having from 8 to 18 carbon atoms in the
alkyl radical, and fatty acid salts derived from palm oil or tallow and having from
8 to 18 carbon atoms in the alkyl moiety. The average molar number of ethylene oxide
units added to the alkyl ether sulfates is from 1 to 20, preferably from 1 to 10.
The cation in the anionic surfactants is preferably an alkaline metal cation, especially
sodium or potassium, more especially sodium. Preferred carboxylates are alkali metal
sarcosinates of formula R19'-CON(R20')CH2COOM1 wherein R19' is C9-C17alkyl or C9-C17alkenyl,
R20' is C1-C4alkyl and M1 is an alkali metal, especially sodium.
[0037] The non-ionic surfactant may be, for example, a primary or secondary alcohol ethoxylate,
especially a C8-C20 aliphatic alcohol ethoxylated with an average of from 1 to 20
mol of ethylene oxide per alcohol group. Preference is given to primary and secondary
C10-C15 aliphatic alcohols ethoxylated with an average of from 1 to 10 mol of ethylene
oxide per alcohol group. Non-ethoxylated non-ionic surfactants, for example alkylpolyglycosides,
glycerol monoethers and polyhydroxyamides (glucamide), may likewise be used.
[0038] In addition to anionic and/or non-ionic surfactants the composition may contain cationic
surfactants. Possible cationic surfactants include all common cationic surface-active
compounds, especially surfactants having a textile softening effect.
[0039] Non-limiting examples of cationic surfactants are given in by the below formulae:

and

wherein
each radical Rα is independent of the others C1-6-alkyl-, -alkenyl- or -hydroxyalkyl;
each radical Rβ is independent of the others C8-28-alkyl- or alkenyl;
Rγ is Rα or (CH2)n-T-Rβ;
Rδ is Rα or Rβ or (CH2)n-T-Rβ; T = -CH2-, -O-CO- or -CO-O- and
n is between 0 and 5.
[0040] Preferred cationic surfactants present in the composition according to the invention
include hydroxyalkyl-trialkyl-ammonium-compounds, especially C12-18-alkyl-(hydroxyethyl)-dimethylammonium
compounds, and especially preferred the corresponding chloride salts.
(d) Hydrotropic agents
[0041] The hydrotropic agents comprise for example: ethoxylated or non ethoxylated monoalcohols,
diols or polyols with a low number of carbon atoms or their ethers (e.g. ethanol,
isopropanol, 1,2-dipropanediol, propyleneglycol, glyerin, ethylene glycol, ethylene
glycol monoethylether, ethylene glycol monobutylether, propylene glycol monomethylether,
propylene glycol monoethylether, propylene glycol monobutylether, diethylene glycol
monomethylether; diethylene glycol monoethylether, diethylene glycol monobutylether
and similar products). The polyols that come into consideration for that purpose have
preferably from 2 to 15 carbon atoms and at least two hydroxy groups. The polyols
may also contain further functional groups, especially amino groups, and/or may be
modified with nitrogen. Typical examples are as follows: glycerol, alkylene glycols,
for example ethylene glycol, diethylene glycol, propylene glycol, butylene glycol,
hexylene glycol and also polyethylene glycols having an average molecular weight of
from 100 to 1000 Dalton; technical oligoglycerol mixtures having an intrinsic degree
of condensation of from 1.5 to 10, for example technical diglycerol mixtures having
a diglycerol content of from 40 to 50 % by weight; methylol compounds, such as, especially,
trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
lower alkyl-glucosides, especially those having from 1 to 8 carbon atoms in the alkyl
radical, for example methyl and butyl glucoside; sugar alcohols having from 5 to 12
carbon atoms, for example sorbitol or mannitol; sugars having from 5 to 12 carbon
atoms, for example glucose or saccharose; amino sugars, for example glucamine; dialcohol
amines, such as diethanolamine or 2-amino-1,3-propanediol.
[0042] Other hydrotropic agents (d) comprise for example those mentioned in
WO02/48298 A1 from page 7, 4th paragraph to page 8 under the "components (b)" and more specifically
cumene sulfonate, ammonium cumene sulfonate, ammonium xylene sulfonate, potassium
toluene sulfonate, sodium toluene sulfonate, sodium xylene sulfonate, toluene sulforic
acid and xylene sulfonic acid.
(e) Further additives, improving the antimicrobial effect of the formulation
[0043] Examples for the other components (e) are organic acids like simple c1-c6 linear
or branched mono- and di- and tri-carboxylic acids like formic acid, acetic acid,
propanoic acid, oxalic acid and further organic acids like lactic acid, citric acid,
tartric acid, mandelic acid, benzoic acid, salicylic acid, glutaric acid, sorbic acid
and succinic acid.
[0044] Other components (e) can be cationic polymers, for example, cationic cellulose derivatives,
for example a quaternised hydroxymethyl cellulose obtainable under the name Polymer
JR 400 from Amerchol, cationic starches, homopolymers and copolymers comprising diallyldimethylammonium
chloride (DADMAC) monomers, polyvinylamines, copolymers of diallylammonium salts and
acrylamides, quarternised vinylpyrrolidone/vinyl imidazole polymers, for example Luviquat®
(BASF), condensation products of polyglycols and amines, quaternised collagen polypeptides,
for example lauryldimonium hydroxypropyl hydrolyzed collagen (Lamequat®L/Grünau),
quaternised wheat polypeptides, polyethyleneimine, cationic silicone polymers, for
example amidomethicones, copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine
(Cartaretin/Sandoz), copolymers of acrylic acid with dimethyldiallylammonium chloride
(Merquat 550 / Chemviron), polyaminopolyamides, as described, for example, in
FR-A-2 252 840, and the crosslinked water-soluble polymers thereof, cationic chitin derivatives,
for example of quaternised chitosan, optionally distributed as microcrystals; condensation
products of dihaloalkyls, for example dibromobutane, with bisdialkylamines, for example
bisdimethylamino-1,3-propane, cationic guar gum, for example Jaguar C-17, Jaguar C-16
from Celanese, quaternised ammonium salt polymers, for example Mirapol A-15, Mirapol
AD-1, Mirapol AZ-1 from Miranol.
[0045] Other additives (e) comprise metal chelating and -complexing agents for example,
EDTA, NTA, alaninediacetic acid or phosphonic acids, ethylene di-amine tetra acetic
acid (EDTA), beta-alanine diacetic acid (EDETA), phosphonomethyl chitosan, carboxymethyl
chitosan, hydroxyethylene di-amino tetraacetic acid, nitrilotriacetic acid (NTA) and
ethylenediamine disuccinic acid (S,S-EDDS, R,R-EDDS or S,R-EDDS), alkali metal phosphates,
like tripolyphosphates, polycarboxylates, polycarboxylic acids, organic phosphonates,
aminoalkylenepoly(alkylenephosphonates), amino acid acetates like MGDA (Trilon M,
BASF), and Dissolvine GL (AKZO), as well as asparaginic acid derivatives, such as
Baypure CX (Lanxess).
[0046] Here examples of polycarboxylates are polyhydroxycarboxylates, like citrates, and
acrylates, and copolymers thereof with maleic anhydride. Example of polycarboxylic
acids are nitrilotriacetic acid, ethylenediaminetetraacetic acid and ethylenediamine
disuccinate either in racemic form or in the enantiomerically pure (S,S) form.
[0047] Here, examples of phosphonates or aminoalkylenepoly(alkylenephosphonates) are alkali
metal salts of 1-hydroxyethane-1,1-diphosphonic acid, nitrilotris(methylenephosphonic
acid), ethylenediaminetetramethylenephosphonic acid and diethylenetriaminepentamethylenephosphonic
acid, and also salts thereof.
[0048] Further examples of polyphosphonates are those having have the following formula

wherein
R18 is CH2PO3H2 or a water soluble salt thereof and
d is an integer of the value 0, 1, 2 or 3.
(f) Stabilizing agent
[0049] Components (f) are for example reducing agents, anti-oxidants and metal complexing/chelating
agents.
[0050] Metal chelating and -complexing agents are for example those mentioned under the
components (e), see above.
[0051] Reducing agents and anti-oxidants are for example the reducing agents mentioned in
German patent
DE2020968, page 3.
[0052] Further examples for stabilizing agents (f) are for example the acids, acid generating
substances, anti-oxidants, mild reducing agents and sequestering agents mentioned
in
Research Disclosure (1982), 213 471-2
[0053] Here further examples for anti-oxidants are those from the BASF Tinogard range, like
Tinogard LO1, Tinogard MD1, Tinogard NO, Tinogard Q, Tinogard TS, Tinogard TT.
Personal Care preparations
[0054] The personal care compositions provided on the following slides, containing Biocides
in combination with non-ionic surfactants and/or anionic surfactant and/or cationic
surfactants and/or amphoteric surfactants present at a concentration effective to
preserve the composition against microbes and/or to confer an antimicrobial effect
on a person to whom it is applied. Such compositions are non-toxic, cost-effective
and shelf-stable over prolonged periods.
[0055] Anti-microbial compositions of the inventions are contained in a wide variety of
cosmetic preparations. There come into consideration, for example, especially the
following preparations:
- skin-care preparations, e.g. skin-washing and cleansing preparations in the form of
tablet-form or liquid soaps, soapless detergents or washing pastes,
- bath preparations, e.g. liquid (foam baths, milks, shower preparations) or solid bath
preparations, e.g. bath cubes and bath salts;
- skin-care preparations, e.g. skin emulsions, multi-emulsions or skin oils;
- cosmetic personal care preparations, e.g. facial make-up in the form of day creams
or powder creams, face powder (loose or pressed), rouge or cream make-up, eye-care
preparations, e.g. eyeshadow preparations, mascara, eye-liner, eye creams or eye-fix
creams; lip-care preparations, e.g. lipsticks, lip gloss, lip contour pencils, nail-care
preparations, such as nail varnish, nail varnish removers, nail hardeners or cuticle
removers;
- foot-care preparations, e.g. foot baths, foot powders, foot creams or foot balsams,
special deodorants and antiperspirants or callus-removing preparations;
- light-protective preparations, such as sun milks, lotions, creams or oils, sun-blocks
or tropicals, pre-tanning preparations or after-sun preparations;
- skin-tanning preparations, e.g. self-tanning creams;
- depigmenting preparations, e.g. preparations for bleaching the skin or skin-lightening
preparations;
- insect-repellents, e.g. insect-repellent oils, lotions, sprays or sticks;
- deodorants, such as deodorant sprays, deodorant aerosols, pump-action sprays, deodorant
gels, sticks or roll-ons, also waterfree-deodorant aersols or sticks;
- antiperspirants, e.g. antiperspirant sticks, creams or roll-ons, also waterfree-antiperspirant
aerosols and waterfree antiperspirant sticks;
- preparations for cleansing and caring for blemished skin, e.g. synthetic detergents
(solid or liquid), peeling or scrub preparations or peeling masks;
- hair-removal preparations in chemical form (depilation), e.g. hair-removing powders,
liquid hair-removing preparations, cream- or paste-form hair-removing preparations,
hair-removing preparations in gel form or aerosol foams;
- shaving preparations, e.g. shaving soap, foaming shaving creams, non-foaming shaving
creams, foams and gels, preshave preparations for dry shaving, after-shaves or aftershave
lotions;
- fragrance preparations, e.g. fragrances (eau de Cologne, eau de toilette, eau de parfum,
parfum de toilette, perfume), perfume oils or perfume creams;
- cosmetic hair-treatment preparations, e.g. hair-washing preparations in the form of
shampoos and conditioners, hair-care preparations, e.g. pretreatment preparations,
hair tonics, styling creams, styling gels, pomades, hair rinses, treatment packs,
intensive hair treatments, hair-structuring preparations, e.g. hair-waving preparations
for permanent waves (hot wave, mild wave, cold wave), hair-straightening preparations,
liquid hair-setting preparations, hair foams, hairsprays, bleaching preparations,
e.g. hydrogen peroxide solutions, lightening shampoos, bleaching creams, bleaching
powders, bleaching pastes or oils, temporary, semi-permanent or permanent hair colourants,
preparations containing self-oxidising dyes, or natural hair colourants, such as henna
or camomile.
- Antidandruff preparations in the form of shampoos, conditioners, hair tonics, styling
creams or gels or treatments packs
[0056] Some appropriate personal care compositions include deodorants, antiperspirants,
skin care products for facial, foot, hand and whole body uses, sun protection products,
personal cleaning products, hair care products, feminine hygiene products, oral care
products and decorative cosmetics such as lipsticks, mascara, facial makeup crèmes
and rouge.
[0057] Suitable cosmetic preparation may exist in a wide variety of forms, for example:
- in the form of liquid preparations as a W/O, O/W, O/W/O, W/O/W or PIT emulsion and
all kinds of microemulsions,
- in the form of a gel,
- in the form of an oil, a cream, milk or lotion,
- in the form of a powder, a lacquer, a tablet or make-up,
- in the form of a stick,
- in the form of a spray (spray with propellent gas or pump-action spray) or an aerosol,
- in the form of a foam, or
- in the form of a paste.
[0058] The cosmetic or pharmaceutical preparations may be, for example, creams, gels, lotions,
alcoholic and aqueous/alcoholic solutions, emulsions, wax/fat compositions, stick
preparations, powders or ointments.
[0059] Of special importance as cosmetic preparations for the hair, espiacially with the
purpose of antidandruff treatment are the above-mentioned preparations for hair treatment,
especially hair-washing preparations in the form of shampoos, hair conditioners, hair-care
preparations, e.g. pretreatment preparations, hair tonics, styling creams, styling
gels, pomades, hair rinses, treatment packs, intensive hair treatments, hair-straightening
preparations, liquid hair-setting preparations, hair foams and hairsprays. Of special
interest are hair-washing preparations in the form of shampoos.
[0060] A shampoo has, for example, the following composition: from 0.01 to 5 % by weight
of the aqueous dispersion as defined in claim 1, 12.0 % by weight of sodium laureth-2-sulfate,
4.0 % by weight of cocamidopropyl betaine, 3.0 % by weight of sodium chloride, and
water ad 100%.
[0061] The personal care preparations of the invention thus generally comprise
(a) 0.01-50% of one or more Biocides
(b) 0.01-10% of one or more polyamines, and at least one of
(c) up to 80% of one or more surface active agents
(d) up to 10 % of one or more fragrances
(e) up to 30% of one or more mildness-enhancing agents and moisturizing agents
(f) up to 10% of one or more thickening agents
(g) up to 30% of one or more UV absorber
(h) up to 20% of one or more emulsifiers
(i) up to 50% of one or more additional functional ingredients
(k) up to 50% of one or more further biocidal active chemical(s), in addition to components
(a) and (b).
[0062] Examples for the components (c) to (k) are given below:
(c) surfactants
[0063] Further provided are personal care compositions containing polyol derives substances
and non-ionic or anionic surfactant or amphoteric surfactants in a
physiologically acceptable medium. As used herein "physiologically acceptable medium" means a composition which is non-toxic,
non-irritating and otherwise suitable for contact with the surfaces of a human or
other vertebrate body. Such surfaces include the hair, skin, mouth, anal, urethral
and vaginal surfaces. Whether a composition is physiologically acceptable can be determined
by tests well known to those of skill in the art.
[0064] The present disclosure further provides
methods of using the present personal care compositions. The methods include contacting the inventive personal care compositions with a part
of the human body. In general, the method comprises applying the personal care composition
to a body surface or part to be treated.
[0065] The term "applying" includes an appropriate action on the part of the user to contact
the personal care composition to the body part. Applying includes, in some embodiments,
spreading, spraying, squirting, wiping and brushing. The particular type of application
depends on the body part to which the personal care composition is to be applied.
[0066] "Body part" means a part of body including the mouth and other epithelial surfaces
of the body. Thus the term body part includes hair, skin and mouth, anus, urethra
and vagina In the case of the skin, the body part is often more specific. For example,
in some embodiments the body part is the skin of the face, hand or foot. In other
embodiments, the body part is the whole body. In other embodiments, for example where
the personal care compositions are deodorants or antiperspirants, body part can be
the underarms.
[0067] The disclosure further provides a
cleansing composition that comprises an anionic surfactant. In some embodiments, the anionic surfactant
constituted from about 0.05% to about 10%, preferably from about 0.1% to about 2%,
and more preferably from about 0.2% to about 1%, by weight of the cleansing composition.
[0068] Non-limiting examples of
anionic lathering surfactants useful in embodiments of the compositions of the present disclosure are disclosed
in
McCutcheon's, Detergents and Emulsifiers, North American edition (1990), published
by The Manufacturing Confectioner Publishing Co.;
McCutcheon's, Functional Materials, North American Edition (1992); and
U.S. Pat. No. 3,929,678, to Laughlin et al., issued Dec. 30, 1975, all of which are incorporated herein by reference.
[0069] A wide variety of
anionic surfactants will be useful in embodiments of the disclosure. Non-limiting examples of anionic
lathering surfactants include those selected from the group consisting of alkyl and
alkyl ether sulfates; sulfated monoglycerides; sulfonated olefins; alkyl aryl sulfonates;
primary or secondary alkane sulfonates; alkyl sulfosuccinates; acyl taurates; acyl
isethionates; alkyl glycerylether sulfonate; sulfonated methyl esters; sulfonated
fatty acids; alkyl phosphates; acyl glutamates; acyl sarcosinates; alkyl sulfoacetates;
acylated peptides; alkyl ether carboxylates; acyl lactylates; anionic fluorosurfactants;
and mixtures thereof. Mixtures of anionic surfactants can be used effectively in some
embodiments of the present disclosure.
[0070] Anionic surfactants for use in inventive cleansing compositions include
alkyl and alkyl ether sulfates. These materials have the respective formulae R
11-O-SO
3-M and R
11-(CH
2H
4-O)
x-O-SO
3-M, wherein R
11 is a saturated or unsaturated, branched or unbranched alkyl group from about 8 to
about 24 carbon atoms, x is 1 to 10, and M is a water-soluble cation such as ammonium,
sodium, potassium, magnesium, triethanolamine, diethanolamine and monoethanolamine.
The alkyl sulfates are typically made by the sulfation of monohydric alcohols (having
from about 8 to about 24 carbon atoms) using sulfur trioxide or other known sulfation
technique. The alkyl ether sulfates are typically made as condensation products of
ethylene oxide and monohydric alcohols (having from about 8 to about 24 carbon atoms)
and then sulfated. These alcohols can be derived from fats, for example, coconut oil
or tallow, or can be synthetic. Specific examples of alkyl sulfates which are useful
in some embodiments of inventive cleanser compositions are sodium, ammonium, potassium,
magnesium, or TEA salts of lauryl or myristyl sulfate. Examples of alkyl ether sulfates
include ammonium, sodium, magnesium, or TEA laureth-3 sulfate.
[0071] Another suitable class of anionic surfactants are the
sulfated monoglycerides of the formula R
12-CO-O-CH
2-C(OH)H-CH
2-O-SO
3-M), wherein R
12 is a saturated or unsaturated, branched or unbranched alkyl group from about 8 to
about 24 carbon atoms, and M is a water-soluble cation such as ammonium, sodium, potassium,
magnesium, triethanolamine, diethanolamine and monoethanolamine. These are typically
made by the reaction of glycerin with fatty acids (having from about 8 to about 24
carbon atoms) to form a monoglyceride and the subsequent sulfation of this monoglyceride
with sulfur trioxide. An example of a sulfated monoglyceride is sodium cocomonoglyceride
sulfate.
[0072] Other suitable anionic surfactants include
olefin sulfonates of the form R
13SO
3-M, wherein R
13 is a mono-olefin having from about 12 to about 24 carbon atoms, and M is a water-soluble
cation such as ammonium, sodium, potassium, magnesium, triethanolamine, diethanolamine
and monoethanolamine. These compounds can be produced by the sulfonation of olefins
by means of uncomplexed sulfur trioxide, followed by neutralization of the acid reaction
mixture in conditions such that any sulfones which have been formed in the reaction
are hydrolyzed to give the corresponding hydroxyalkanesulfonate. An example of a sulfonated
olefin is sodium C
14/C
16 olefin sulfonate.
[0073] Other suitable anionic surfactants are the
linear alkylbenzene sulfonates of the form R
14-C
6H
4-SO
3-M, wherein R
14 is a saturated or unsaturated, branched or unbranched alkyl group from about 8 to
about 24 carbon atoms, and M is a water-soluble cation such as ammonium, sodium, potassium,
magnesium, triethanolamine, diethanolamine and monoethanolamine. These are formed
by the sulfonation of linear alkyl benzene with sulfur trioxide. An example of this
anionic surfactant is sodium dodecylbenzene sulfonate.
[0074] Still other anionic surfactants suitable for embodiments of inventive the cleansing
composition include the
primary or secondary alkane sulfonates of the form R
15-SO
3-M, wherein R
15 is a saturated or unsaturated, branched or unbranched alkyl chain from about 8 to
about 24 carbon atoms, and M is a water-soluble cation such as ammonium, sodium, potassium,
magnesium, triethanolamine, diethanolamine and monoethanolamine. These are commonly
formed by the sulfonation of paraffins using sulfur dioxide in the presence of chlorine
and ultraviolet light or another known sulfonation method. The sulfonation can occur
in either the secondary or primary positions of the alkyl chain. An example of an
alkane sulfonate useful herein is alkali metal or ammonium C13-C17 paraffin sulfonates.
[0075] Still other suitable anionic surfactants are the
alkyl sulfosuccinates, which include disodium N-octadecylsulfosuccinamate; diammonium lauryl sulfosuccinate;
tetrasodium N-(1,2-dicarboxyethyl)-N-octadecylsulfosuccinate; diamyl ester of sodium
sulfosuccinic acid; dihexyl ester of sodium sulfosuccinic acid; and dioctyl esters
of sodium sulfosuccinic acid.
[0076] Also useful are
taurates which are based on taurine, which is also known as 2-aminoethanesulfonic acid. Examples
of taurates include N-alkyltaurines such as the one prepared by reacting dodecylamine
with sodium isethionate, according to the teaching of
U.S. Pat. No. 2,658,072, which is incorporated herein by reference in its entirety. Other examples of taurine
derivatives that are useful in embodiments of the disclosure include the acyl taurines
formed by the reaction of n-methyl taurine with fatty acids (having from about 8 to
about 24 carbon atoms).
[0077] Another class of anionic surfactants suitable for use in some embodiments of the
inventive cleansing composition is the
acyl isethionate class. The acyl isethionates typically have the formula R
16-CO-O-CH
2-CH
2SO
3-M, wherein R
16 is a saturated or unsaturated, branched or unbranched alkyl group having from about
10 to about 30 carbon atoms, and M is a cation. These are typically formed by the
reaction of fatty acids (having from about 8 to about 30 carbon atoms) with an alkali
metal isethionate. Nonlimiting examples of these acyl isethionates include ammonium
cocoyl isethionate, sodium cocoyl isethionate, sodium lauroyl isethionate, and mixtures
thereof.
[0078] Still other suitable anionic surfactants are the
alkylglyceryl ether sulfonates of the form R
17-OCH
2-C(OH)H-CH
2-SO
3-M, wherein R
17 is a saturated or unsaturated, branched or unbranched alkyl group from about 8 to
about 24 carbon atoms, and M is a water-soluble cation such as ammonium, sodium, potassium,
magnesium, triethanolamine, diethanolamine and monoethanolamine. These can be formed
by the reaction of epichlorohydrin and sodium bisulfite with fatty alcohols (having
from about 8 to about 24 carbon atoms) or other known methods. One example is sodium
cocoglyceryl ether sulfonate.
[0079] Other suitable anionic surfactants include the
sulfonated fatty acids of the form R
18-CH(SO
4)-COOH and sulfonated methyl esters of the from R
18-CH(SO
4)-CO-O-CH
3, where R
18 is a saturated or unsaturated, branched or unbranched alkyl group from about 8 to
about 24 carbon atoms. These surfactants are generally formed by the sulfonation of
fatty acids or alkyl methyl esters (having from about 8 to about 24 carbon atoms)
with sulfur trioxide or by other known sulfonation techniques. Examples include alpha
sulfonated coconut fatty acid and lauryl methyl ester.
[0080] Other suitable
anionic materials include
phosphates such as monoalkyl-, dialkyl-, and trialkylphosphate salts formed by the reaction
of phosphorous pentoxide with monohydric branched or unbranched alcohols having from
about 8 to about 24 carbon atoms. In some embodiments, these anionic materials are
also be formed by other known phosphation methods. An example from this class of surfactants
is sodium mono or dilaurylphosphate.
[0081] Other suitable anionic materials include
acyl glutamates corresponding to the formula R
19-CO-N(COOH)-CH
2CH
2-CO
2-M wherein R
19 is a saturated or unsaturated, branched or unbranched alkyl or alkenyl group of about
8 to about 24 carbon atoms, and M is a water-soluble cation. Nonlimiting examples
of which include sodium lauroyl glutamate and sodium cocoyl glutamate.
[0082] Other anionic materials include
alkanoyl sarcosinates corresponding to the formula R
20-CON(CH
3)-CH
2CH
2-CO
2-M wherein R
20 is a saturated or unsaturated, branched or unbranched alkyl or alkenyl group of about
10 to about 20 carbon atoms, and M is a water-soluble cation. Nonlimiting examples
of which include sodium lauroyl sarcosinate, sodium cocoyl sarcosinate, and ammonium
lauroyl sarcosinate.
[0083] Other anionic materials include alkyl ether carboxylates corresponding to the formula
R
21-(OCH
2CH
2)
X-OCH
2-CO
2-M wherein R
21 is a saturated or unsaturated, branched or unbranched alkyl or alkenyl group of about
8 to about 24 carbon atoms, x is 1 to 10, and M is a water-soluble cation. Nonlimiting
examples of which include sodium laureth carboxylate.
[0084] Other anionic materials include acyl lactylates corresponding to the formula R
22-CO-[O-CH(CH
3)-CO]
X-CO
2-M wherein R
22 is a saturated or unsaturated, branched or unbranched alkyl or alkenyl group of about
8 to about 24 carbon atoms, x is 3, and M is a water-soluble cation, nonlimiting examples
of which include sodium cocoyl lactylate.
[0085] Other anionic materials include the carboxylates, nonlimiting examples of which include
sodium lauroyl carboxylate, sodium cocoyl carboxylate, and ammonium lauroyl carboxylate.
Anionic flourosurfactants can also be used.
[0086] A counter cation, M, counterbalances the negative charge of the anionic surfactant.
Some especially suitable counter cations are sodium, potassium, ammonium, monoethanolamine,
diethanolamine, and triethanolamine. An especially suitable counter cation is ammonium.
[0087] The disclosure further provides personal care and home care compositions that comprise
one or more
non-ionic surfactants. Some nonionic surfactants are condensation products of ethylene oxide with various
reactive hydrogen-containing compounds reactive therewith having long hydrophobic
chains (for example aliphatic chains of about 12-20 carbon atoms), which condensation
products ("ethoxamers") contain hydrophilic polyoxyethylene moieties, such as condensation
products of poly(ethyleneoxide) with fatty acids, fatty alcohols, fatty amides, polyhydric
alcohols (for example sorbitan monostearate) and polypropylene oxide (for example
Pluronic ® materials). Polyoxamers include for example block copolymers of polyoxyethylene
and polyoxypropylene having an average molecular weight from about 3000 to 5000 and
a preferred average molecular weight from about 3500 to 4000 and containing about
10-80% hydrophilic polyoxyethylene groups, by weight, of the block copolymer (for
example Pluronic F127). Other non-ionic surfactants are for example alkyl polyglucosids,
alcanolamides, ethers of e.g. fatty acids with ethylene oxid or polyethylenglycol,
amine oxids e.g. co-camidopropyla amine oxid.
[0088] The disclosure further provides personal care and home care compositions comprising
one or more
amphoteric surfactants. Non-limiting examples for amphoteric surfactants are secondary or thir aliphatic
amine derivatives where aliphatic chain, linear or branched, contains at least 8 to
22 carbon atoms and one anionic group such as carboxylate, sulfonate, sulfate, phosphate
or phosphonate, acyl/dialkyl ethylenediamines Such as acylamphoacetate, disodium acylamphodipropionate,
sodium acylamphohydroxypropylsulfonate, disodium acylamphodiacetate, sodium acylamphopropionate
where the acyl represents either an alkyl or alkenyl, mon- or polyunsaturated containing
5 to 29 carbon atoms, N-alkyl amino acids or imino acids Such as aminopropyl alkylglutamide,
alkylaminopropionic acid, sodium alkylimino propionate, alkyl glycinates and carboxyglycinates,
sodium cocoglycinates.
are C
8-C
18-betains, C
8-C
18-sulfobetains, C
8-C
24-alkylamido-C
1-C
4-alkylene betains, imidazoline carboxylates, alkylamphocarboxycarbonic acids, alkylamphocarbonic
acid (for example lauroamphoglycinate) and N-alkyl-β-aminopropionate or -iminodipropionate.
In particular embodiments, the amphoteric surfactant comprises C
10-C
20-alkylamidoC
1-C
4-alkylenbetaine and/or coco fatty acid amide propylbetaine.
[0089] The disclosure further provides personal care and home care compositions comprising
a combination of anionic, non-ionic and amphoteric surfactants. The anionic, non-ionic
and amphoteric surfactants are set forth above.
(d) fragrances
[0090] The disclosure further provides personal care formulations that comprise one or more
fragrances. In particular compositions, the combination of the Biocide defined in (a) with one
or more perfumes, particularly those containing plant derived oils, result in improved
or qualitatively different antimicrobial efficacy.
[0091] Some embodiments of the antimicrobial compositions of the present disclosure comprise
suitable
perfume oils mixtures of natural and/or synthetic aromatic substances. Natural aromatic substances are,
for example, extracts from blossom (lilies, lavender, roses, jasmine, neroli, ylang-ylang),
from stems and leaves (geranium, patchouli, petitgrain), from fruit (aniseed, coriander,
carraway, juniper), from fruit peel (bergamot, lemons, oranges), from roots (mace,
angelica, celery, cardamom, costus, iris, calmus), from wood (pinewood, sandalwood,
guaiacum wood, cedarwood, rosewood), from herbs and grasses (tarragon, lemon grass,
sage, thyme), from needles and twigs (spruce, pine, Scots pine, mountain pine), from
resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw
materials also come into consideration, for example civet and castoreum. Typical synthetic
aromatic substances are, for example, products of the ester, ether, aldehyde, ketone,
alcohol or hydrocarbon type. Aromatic substance compounds of the ester type are, for
example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate,
linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate,
benzyl formate, ethylmethylphenyl glycinate, allylcyclohexyl propionate, styrallyl
propionate and benzyl salicylate. The ethers include, for example, benzyl ethyl ether;
the aldehydes include, for example, the linear alkanals having from 8 to 18 hydrocarbon
atoms, citral, citronellal, citronellyl oxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal,
lilial and bourgeonal; the ketones include, for example, the ionones, isomethylionone
and methyl cedryl ketone; the alcohols include, for example, anethol, citronellol,
eugenol, isoeugenol, geraniol, linalool, phenyl ethyl alcohol and terpinol; and the
hydrocarbons include mainly the terpenes and balsams. It is preferable, however, to
use mixtures of various aromatic substances that together produce an attractive scent.
Ethereal oils of relatively low volatility, which are chiefly used as aroma components,
are also suitable as perfume oils, e.g. sage oil, camomile oil, clove oil, melissa
oil, oil of cinnamon leaves, lime blossom oil, juniper berry oil, vetiver oil, olibanum
oil, galbanum oil, labolanum oil and lavandin oil. Preference is given to the use
of bergamot oil, dihydromyrcenol, lilial, lyral, citronellol, phenyl ethyl alcohol,
hexyl cinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, boisambrene
forte, ambroxan, indole, hedione, sandelice, lemon oil, tangerine oil, orange oil,
allyl amyl glycolate, cyclovertal, lavandin oil, muscatel sage oil, damascone, bourbon
geranium oil, cyclohexyl salicylate, vertofix coeur, iso-E-Super, Fixolide NP, evernyl,
iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romillat,
irotyl and floramat alone or in admixture with one another.
(e) mildness-enhancing agents and moisturizing agents
[0092] The disclosure further provides personal care and home care compositions having
"mildness-enhancing agents" added thereto. These "mildness-enhancing ingredients" include cationic and nonionic
polymers, co-surfactants, moisturizers and mixtures thereof. Polymers used in some
embodiments include: polyethylene glycols; polypropylene glycols; hydrolyzed silk
proteins; hydrolyzed milk proteins; hydrolyzed keratin proteins; guar hydroxypropyltrimonium
chloride; polyquats; silicone polymers and mixtures thereof. Suitable cationic polymers
are also, for example, cationic cellulose derivatives, for example a quaternised hydroxymethyl
cellulose obtainable under the name Polymer JR 400 from Amerchol, cationic starches,
copolymers of diallylammonium salts and acrylamides, quarternised vinylpyrrolidone/vinyl
imidazole polymers, for example Luviquat® (BASF), condensation products of polyglycols
and amines, quaternised collagen polypeptides, for example lauryldimonium hydroxypropyl
hydrolyzed collagen (Lamequat®L/Grunau), quaternised wheat polypeptides, polyethyleneimine,
cationic silicone polymers, for example amidomethicones, copolymers of adipic acid
and dimethylaminohydroxypropyldiethylenetriamine (Cartaretin/Sandoz), copolymers of
acrylic acid with dimethyldiallylammonium chloride (Merquat 550 / Chemviron), polyaminopolyamides,
as described, for example, in
FR-A-2 252 840, and the crosslinked water-soluble polymers thereof, cationic chitin derivatives,
for example of quaternised chitosan, optionally distributed as microcrystals; condensation
products of dihaloalkyls, for example dibromobutane, with bisdialkylamines, for example
bisdimethylamino-1,3-propane, cationic guar gum, for example Jaguar C-17, Jaguar C-16
from Celanese, quaternised ammonium salt polymers, for example Mirapol A-15, Mirapol
AD-1, Mirapol AZ-1 from Miranol. In some embodiments, the mildness enhancing polymers
comprise from about 0.1% to about 1%, preferably from about 0.2% to about 1.0%, and
more preferably from about 0.2% to about 0.6%, by weight of the antimicrobial composition.
Co-surfactants used in some embodiments include: nonionic surfactants such as the
Genapol24® series of ethoxylated alcohols; POE(20) sorbitan monooleate (Tween® 80);
polyethylene glycol cocoate and Pluronic® propylene oxide/ethylene oxide block polymers;
and amphoteric surfactants such as alkyl betaines; alkyl sultaines; alkyl amphoacetates;
alkyl amphodiacetates; alkyl amphopropionates; and alkyl amphodipropionates. As examples
for other anionic, zwitterionic, amphoteric and non-ionic polymers come into consideration,
for example, vinyl acetate / crotonic acid copolymers, vinylpyrrolidone / vinyl acrylate
copolymers, vinyl acetate / butyl maleate / isobornyl acrylate copolymers, methyl
vinyl ether / maleic anhydride copolymers and esters thereof, uncrosslinked polyacrylic
acids and polyacrylic acids crosslinked with polyols, acrylamidopropyl-trimethylammonium
chloride /acrylate copolymers, octyl acrylamide/methyl methacrylatetertbutylaminoethyl
methacrylate/2-hydroxypropyl methacrylate copolymers, polyvinylpyrrolidone, vinylpyrrolidone/vinyl
acetate copolymers, vinylpyrrolidone/dimethylaminoethyl methacrylate/vinyl caprolactam
terpolymers and also optionally derivatised cellulose ethers and silicones. Furthermore
the polymers as described in
EP 1093796 (pages 3-8, paragraphs 17-68) may be used.
[0093] In some embodiments, the mildness enhancing co-surfactants comprise from about 20%
to about 70%, preferably from about 20% to about 50%, by weight of the anionic surfactant,
of the cleansing composition.
[0094] The disclosure further provides compositions comprising one or more
lipid skin moisturizing agents, which provide a moisturizing benefit to the user when deposited to the user's skin.
In some embodiments, lipophilic skin moisturizing agents are constitute about 0.1%
to about 30%, preferably from about 0.2% to about 10%, most preferably from about
0.5% to about 5% by weight of the composition. In some embodiments, the lipophilic
skin moisturizing agent is characterized by its solubility parameter, as defined by
Vaughan in Cosmetics and Toiletries, Vol. 103, p. 47-69, October 1988 (expressly incorporated herein by reference). A lipophilic skin-moisturizing agent
having a Vaughan solubility Parameter (VSP) from 5 to 10, preferably from 5.5 to 9
is suitable for use in antimicrobial cleansing embodiments of the inventive antimicrobial
compositions.
[0095] A wide variety of
"lipid-type materials" and mixtures of materials will be suitable for use in embodiments of antimicrobial
compositions of the present disclosure. "Lipid-type materials" means lipophilic compounds,
and include lipophilic skin conditioning agents. Some such skin conditioning agents
are: hydrocarbon oils and waxes; silicones; fatty acid derivatives; cholesterol; cholesterol
derivatives; di- and tri-glycerides; vegetable oils; vegetable oil derivatives; liquid
nondigestible oils (such as those described in
U.S. Pat. No. 3,600,186 to Mattson, issued Aug. 17, 1971 and
U.S. Pat. Nos. 4,005,195 and
4,005,196 to Jandacek et al., both issued Jan. 25, 1977) all of which are herein incorporated by reference; or
blends of liquid digestible or nondigestible oils with solid polyol polyesters (such
as those described in
U.S. Pat. No. 4,797,300 to Jandacek, issued Jan. 10, 1989;
U.S. Pat. Nos. 5,306,514,
5,306,516 and
5,306,515 to Letton, all issued Apr. 26, 1994, all of which are herein incorporated by reference); and
acetoglyceride esters; alkyl esters; alkenyl esters; lanolin and its derivatives;
milk tri-glycerides; wax esters; beeswax derivatives; sterols; phospholipids; and
mixtures of any or all of the foregoing. Fatty acids, fatty acid soaps and water soluble
polyols are specifically excluded from this definition of a lipophilic skin moisturizing
agent.
[0096] Some examples of lipid-type materials are: petrolatum (yellow or white); mineral
oil; (light or heavy); mineral oil microcrystalline waxes; paraffinic and isoparaffinic
compounds;.polyalkenes like for example hydrogenated and nonhydrogenated polybutene
and polydecene, isohexadecane, isododecane; cerasin; ozokerite; polyethylene; squalene
and perhydrosqualene and others from plant and animal kingdom. Blends of petrolatum
and hydrogenated and nonhydrogenated high molecular weight polybutenes, wherein the
ratio of petrolatum to polybutene ranges from about 90:10 to about 40:60, are also
suitable for use in some embodiments as the lipid skin moisturizing agent in the compositions
herein.
[0097] Some additional examples of lipid-type materials are: dimethicone copolyol; dimethylpolysiloxane;
diethylpolysiloxane; high molecular weight dimethicone; mixed C
1-C
30 alkyl polysiloxane; phenyl dimethicone; dimethiconol, and mixtures of any two or
more of the foregoing. More preferred in some embodiments are non-volatile silicones
selected from dimethicone; dimethiconol; mixed C1-C30 alkyl polysiloxane; and mixtures
of any two or more thereof. Nonlimiting examples of silicones useful in some embodiments
are described in
U.S. Pat. No. 5,011,681, to Ciotti et al., issued Apr. 30, 1991, which is incorporated by reference.
Silicones or siloxanes (organosubstituted polysiloxanes)
[0098] As generally accepted by "silicones" is intended any organosilicon polymers or oligomers
having a linear or cyclic, branched or crosslinked structure, of variable molecular
weight, and essentially based of recurring structural units in which the silicone
atoms are linked to each other by oxygen atoms (siloxane bond SiOSi), optionally substituted
hydrocarbon radicals being directly linked via a carbon atom to the silicone atoms.
[0099] The following list informs on the different categories of silicones that such emulsion
should contain;
Siloxanes
[0100] Cyclic siloxane polymers; Cyclomethicones of the general formula

such as cyclopentasiloxane, cyclohexasiloxane low viscous, volatile fluid
[0101] The INCI names for labeling specific cyclic dimethyl polysiloxane compounds are:
Cyclotrisiloxane (q.v.) when n is equal to 3, Cyclotetrasiloxane (q.v.) when n is
equal to 4, Cyclopentasiloxane (q.v.) when n is equal to 5, Cyclohexasiloxane (q.v.)
when n is equal to 6, and Cycloheptasiloxane when n is equal to 7 (q.v.).
[0102] Linear siloxane polymer end-blocked with Trimethylsiloxy units (M unit) Dimethicones; non polar liquid with broad range of viscosity of the general
formula

Silanol compounds or dimethiconols
[0103] Dimethyl siloxane terminated with hydroxyl groups (-OH) of the general formula

Silicone elastomers & resins
[0104] Crosslinking of siloxane structures such as Dimethicones.
[0105] Elastomer: medium crosslinking with a density that allows elongation/distorsion of the molecule.
We have to exclude PEG-modified Dimethicone Crosspolymers.
[0106] Resin: high crosslinking with a density that provides some rigidity to the molecule
Silicone elastomers as co-emulsifier systems
[0107] Dimethicone Crosspolymer in Cyclopentasiloxane; DC 9045 silicone elastomer blend
(Dow Corning)
Dimethicone Crosspolymer in Dimethicone; DC 9041 silicone elastomer blend (Dow Corning)
polymer of Dimethicone (q.v.) crosslinked with a C3 to C20 alkyl group
[0108] Dimethicone/ Vinyldimethicone Crosspolymer; DC 9506 powder (Dow Corning)
Dimethicone/ Vinyldimethicone Crosspolymer in Cyclopentasiloxane; SFE 839 (GE silicones)
or KSG 15(Shin-Etsu)
copolymer of dimethylpolysiloxane crosslinked with vinyl dimethylpolysiloxane.
Resin silicones
[0109] Dispersing agents such as KP-545 (Shin-Etsu); Acrylates/Dimethicone copolymer in
Cyclopentasiloxane
copolymer of dimethicone and one or more monomers of acrylic acid, methacrylic acid
or one of their simple esters
Siloxysilicates such as Trimethylsiloxysilicates
T-resins; branched polymer of T-Units
Q-resins; branched polymer of Q-Units:

[0110] Film-forming and water-resistant agents such as Trimethylsiloxysilicate; SR 399 (GE
Silicones) or Wacker-Belsil TMS803 (Wacker Chemie); mixtures from Dow Corning such
as DC 749 cosmetic fluid (Trimethylsiloxysilicate in Cyclopentasiloxane) or DC 593
fluid (Trimethylsiloxysilicate in Dimethicone)
Alkyl-Modified Siloxanes (AMS)
[0111] AMS improve spreadability and wash-off resistance.
[0112] For inorganic sunscreens, it improves particle dispersion, reduce the re-agglomeration
and better long-lasting effect on skin.
Alkyl Dimethicone of the general formula
[0113]

wherein R is - (CH2)n - CH3
[0114] For example: Bis-Phenylpropyl Dimethicone (SF 1555 fluid; GE Silicone)
Alkyl Methicone of the general formula
[0115]

wherein R is - (CH2)n - CH3
=> silicone waxes such as DC 2503 cosmetic wax (Dow Corning); Stearyl Dimethicone
DC 2502 fluid (Dow Corning); Cetyl Dimethicone
DC AMS-C30 wax (Dow Corning); C30-C45 Alkyl Methicone
DC 580 wax (Dow Corning); Stearoxytrimethylsilane and Stearyl Alcohol
[0116] Also suitable are simethicones, which are mixtures of dimethicones having an average
chain length of from 200 to 300 dimethylsiloxane units with hydrogenated silicates.
A detailed survey by Todd
et al. of suitable volatile silicones may in addition be found in
Cosm. Toil. 91, 27 (1976).
[0117] Some additional examples of lipid-type materials are: di- or tri-glycerides, based
on C
6-C
18 fatty acids, modified by reaction with other alcohols (caprylic/capric triglyceride,
wheat germ glycerides, etc.). Fatty acid esters of polyglycerin (polyglyceryl-n such
as polyglyceryl-4 caprate, polyglyceryl-2 isostearate, etc. or
[0118] Waxes including esters of long-chain acids and alcohols as well as compounds having
wax-like properties, e.g., carnauba wax, beeswax (white or yellow), lanolin wax, candellila
wax, ozokerite, japan wax, paraffin wax, microcrystalline wax, ceresin, cetearyl esters
wax, synthetic beeswax,etc. Also, hydrophilic waxes as Cetearyl Alcohol or partial
glycerides.
castor oil; hydrogenated castor oil, sweet almond oil, wheat germ oil, corn oil, shea
butter, cocoa butter, mink oil, sunflower oil, macadamia nut oil, hydrogenated tallow,
apricot kernel oil, hazelnut oil, borago oil, soy bean oil; derivatized soybean oils
such as maleated soy bean oil; safflower oil; cotton seed oil; corn oil; walnut oil;
peanut oil; olive oil; cod liver oil; avocado oil; palm oil and sesame oil; vegetable
oils and vegetable oil derivatives; coconut oil and derivatized coconut oil; cottonseed
oil and derivatized cottonseed oil; jojoba oil; cocoa butter; and the like, as well
as mixtures of any two or more thereof. Acetoglyceride esters are useful in some embodiments;
and an example is acetylated monoglyceride. Lanolin and its derivatives are preferred
in some embodiments; and some examples are: lanolin, lanolin oil, lanolin wax, lanolin
alcohols, lanolin fatty acids, isopropyl lanolate, acetylated lanolin, acetylated
lanolin alcohols, lanolin alcohol linoleate and lanolin alcohol riconoleate. Some
embodiments might contain esters of long-chain acids and alcohols as well as compounds
having wax-like properties, e.g., carnauba wax, beeswax (white or yellow), candellila
wax, ozokerite, japan wax, paraffin wax, microcrystalline wax, ceresin, cetearyl esters
wax, synthetic beeswax etc. Also,hydrophilic waxes as Cetearyl Alcohol or partial
glycerides.
Pearlescent waxes:
[0119] Ikylene glycol esters, especially ethylene glycol distearate; fatty acid alkanolamides,
especially coco fatty acid diethanolamide; partial glycerides, especially stearic
acid monoglyceride; esters of polyvalent, unsubstituted or hydroxy-substituted carboxylic
acids with fatty alcohols having from 6 to 22 carbon atoms, especially long-chained
esters of tartaric acid; fatty substances, for example fatty alcohols, fatty ketones,
fatty aldehydes, fatty ethers and fatty carbonates, which in total have at least 24
carbon atoms, especially laurone and distearyl ether; fatty acids, such as stearic
acid, hydroxystearic acid or behenic acid, ring-opening products of olefin epoxides
having from 12 to 22 carbon atoms with fatty alcohols having from 12 to 22 carbon
atoms and/or polyols having from 2 to 15 carbon atoms and from 2 to 10 hydroxy groups,
and mixtures thereof.
[0120] In some embodiments, it is most preferred that at least 75% of the lipophilic skin
conditioning agent consists of lipids selected from the group consisting of: petrolatum;
blends of petrolatum and high molecular weight polybutene; mineral oil; liquid nondigestible
oils (for example liquid cottonseed sucrose octaesters); or blends of liquid digestible
or nondigestible oils with solid polyol polyesters (for example sucrose octaesters
prepared from C
22 fatty acids), wherein the ratio of liquid digestible or nondigestible oil to solid
polyol polyester ranges from about 96:4 to about 80:20; hydrogenated or nonhydrogenated
polybutene; microcrystalline wax; polyalkene; paraffin; cerasin; ozokerite; polyethylene;
perhydrosqualene; dimethicones; alkyl siloxane; polymethylsiloxane; methylphenylpolysiloxane;
and mixtures of any two or more thereof. In embodiments comprising a blend of petrolatum
and other lipids, the ratio of petrolatum to the other selected lipids (hydrogenated
or unhydrogenated polybutene or polydecene or mineral oil) is preferably from about
10:1 to about 1:2, more preferably from about 5:1 to about 1:1.
[0121] In some embodiments wherein a lipophilic skin moisturizing agent is employed as the
mildness enhancer in the inventive antimicrobial compositions, a stabilizer will be
included at a level ranging from about 0.1% to about 10%, preferably from about 0.1%
to about 8%, more preferably from about 0.1% to about 5% by weight of the antimicrobial
composition. A "stabilizer" is a compound or mixture that forms a crystalline stabilizing
network in the liquid composition that prevents the lipophilic skin moisturizer agent
droplets from coalescing and phase splitting in the product. The network exhibits
time-dependent recovery of viscosity after shearing (for example, thixotropy).
(f) thickening agents
[0122] In some embodiments, the stabilizer employed in the antimicrobial compositions herein
comprises a polymeric thickener. A
"thickener" is a compound capable of increasing the viscosity of a liquid composition, but which
don't necessarily form the aforementioned cross-linked matrix. Particular thickeners
are described in more detail in the following. Thickeners can be divided into at least
2 general categories: those that show the best performance in water, and those that
show the best performance in oils. In addition, it is also possible to differentiate
them according to their nature, for example synthetic polymers, natural polymers and
their derivatives, mineral polymers etc., but also according to their ionic character
such as anionic, cationic, nonionic or amphoteric.
Table 2a: Natural thickeners
Most of them are derived from the Polysaccharides category |
RM 1 |
Cellulose gum such as cross-linked or not Sodium Carboxymethylcellulose... or even
Cocodimonium Hydroxypropyloxyethyl Cellulose |
RM 2 |
Microcrystalline cellulose and Carboxymethyl Cellulose Sodium |
RM 3 |
Guar gum and derivatives (except hydroxypropyl-modified), - Biosacccharide gum-1 (Fucogel
1000 from Solabia), -Sclerotium Gum (Amigel from Alban Muller) or Scleroglucan (Tinocare
GL from Ciba SC) |
RM 4 |
Galactoarabinan from Larch extract (Laracare A200) |
RM 5 |
Acaccia/Arabic Gum |
RM 6 |
Konjac mannan; linear chains of glucose and mannose units linked in (β - 1,4) |
RM 7 |
Pectin polysaccharides; backbone of galacturonic acid and rhamnose with side chains
as Rhamnogalacturonan I or Rhamnogalacturonan II |
RM 8 |
Xanthan Gum; (β - 1,4) linked Glucose residues or Dehydroxanthan Gum (Amaze XT from
National Starch) |
RM 9 |
Starch and derivatives: Potato starch modified (Structure Solanace from National Starch);
Hydroxypropyl Starch Phosphate (Structure XL or ZEA from National Starch); Amylose
and Amylopectin polymeric forms; Maltodextrins |
RM 10 |
Carrageenan from red algae as Sulfated linear polysaccharides |
RM 11 |
Alginic acid and alginates from brown algae; polymers of mannuronic acid and Guluronic
acid |
Table 2b: Mineral thickeners
Most of them are derived from smectite clays and silica derivatives |
RM 12 |
Aluminum Silicates or Bentonites or Montmorillonites such as Magnesium Aluminum Silicates
(Veegum range from R.T.Vanderbilt) and Quaternized compounds such as Stearalkonium
Bentonite |
RM 13 |
Magnesium Silicates or Hectorites such as Bentone Series (from Elementis Specialties)
and Quaternized compounds such as Disteardimonium Hectorite (to disperse in lipophilic
media) |
RM 14 |
Magnesium sodium Fluorosilicate or modified Mica |
RM 15 |
Synthetic layered Silicates; similar structure to Hectorites; Sodium Magnesium Silicates
(Laponite range from Solvay) |
RM 16 |
Fumed Silicas such as Aerosil range from Degussa |
Table 2c: Synthetic Rheology modifiers
Poly(acrylic acid) PAA and its copolymers; within such structure, it can be incorporated
ester groups, with hydrophilic character such as 2-Hydroxyethyl Methacrylate etc. |
RM 17 |
Carbomer or crosslinked polyacrylic acid polymer such as Carbopol Ultrez 10, Carbopol
ETD2001, Carbopol ETD2050 from Noveon Inc |
RM 18 |
Sodium polyacrylate (Cosmedia SP from Cognis), Acrylates copolymer (Carbopol Aqua
SF-1 from Noveon Inc.), Acrylates/acrylamides Coplymer (Noveon EC-1 from Noveon Inc.) |
RM 19 |
Hydroxyethyl/Acrylate/Sodium Acryloyldimethyl Taurate copolymer (Simulgel NS or EG
from Seppic); combination with Tinosorb M claimed in PCA N°161 Nov.2001 |
RM 20 |
Ammonium Polyacrylates (Simulgel A from Seppic) |
|
|
=>"Hydro Swelling Droplets" concept |
RM 21 |
- Glyceryl Polyacrylates (e.g.,Hispagel 100) or Polymethacrylates (e.g., Lubrajel
range from ISP Corp.) |
RM 22 |
Poly(Acrylamide) PAAm and its copolymers; copolymers of ammonium acrylate and acrylamide;
copolymers of AAam with long hydrophobic chain and acrylates |
RM 23 |
Poly(Ethylene oxide) PEO and Poly (Propylene oxide) PPO and their copolymers; these
are block terpolymers of EO and PO with the structure ABA or BAB; A: PEO with good
water solubility B: PPO with limited water solubility |
RM 24 |
Poly(VinylPyrrolidone)PVP homopoplymers or Poly(VinylPyrrolidone)/Vinyl Acetate coplymers |
RM 25 |
Poly (vinylalcohol) PVA |
RM 26 |
VA/Crotonates copolymer Poly(vinylacetate)/Crotonic acid or VA/Crotonates/Vinyl Neodecanoate
copolymer |
RM 27 |
Ethylene/VinylAcetate copolymer such as A.C.coplymer400 (Allied-Signal) |
RM 28 |
PVM/MA copolymers and their esterified derivatives such Ethyl, Isopropyl or Butyl
esters |
RM 29 |
PVM/MA Decadiene Crosspolymer; copolymer of methyl vinyl ether/ Maleic Anhydric (PVM/MA)
crosslinked with 1,9-decadiene |
RM 30 |
Polyethylene resins such as PEG-2M to PEG-9M (RITA Corp.) |
RM 31 |
polysiloxanes and copolymers; copolymers of polysiloxanes and other blocks such as
PEO blocks |
RM 32 |
PEG-modified materials, the most commonly used class of non ionic thickeners with
the following basic structure: R(OCH2 CH2)n OH, werein R is the fatty moiety, like fatty alcohol, glyceryl ester, propylene glycol
ester or carboxylic acid; for example; PEG-150 Distearate; these thickeners are not
susceptible to hydrolysis and offer better viscosity stability under a broad range
of pH and temperature profiles |
RM 33 |
Trihydroxystearin or Glycol Tri-(12-Hydroxystearate) |
RM 34 |
Glyceryl Tribehenate such as Syncrowax HRS-C from Croda |
[0123] When polymeric thickeners are used as stabilizers in embodiments of the inventive
antimicrobial compositions, they are typically included in an amount ranging from
about 0.01% to about 5%, preferably from about 0.3% to about 3%, by weight of the
composition. In some embodiments, the polymeric thickener is preferably an anionic,
nonionic, cationic or hydrophobically modified polymer selected from the group consisting
of: cationic polysaccharides of the cationic guar gum class with molecular weights
of 1,000 to 3,000,000; anionic, cationic, and nonionic homopolymers derived from acrylic
and/or methacrylic acid; anionic, cationic, and nonionic cellulose resins; cationic
copolymers of dimethyldialkylammonium chloride, and acrylic acid; cationic homopolymers
of di-methylalkylammonium chloride; cationic polyalklene and ethoxypolyalkylene imines;
polyethylene glycol of molecular weight from 100,000 to 4,000,000; and mixtures of
two or more thereof. In some embodiments, the polymer is preferably selected from
the group consisting of sodium polyacrylate, hydroxy ethyl cellulose, cetyl hydroxy
ethyl cellulose, and polyquaternium 10.
(g) UV absorbers
[0124] In some embodiments also one or more
UV absorbers might be included in personal care applications (Table 3).
Table 3: Suitable UV filter substances and adjuvants which can be additionally used
with the UV absorbers according to the present disclosure
No. |
Chemical Name |
CAS No. |
1 |
(+/-)-1,7,7-trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]heptan-2-one; p-methyl
benzylidene camphor |
36861-47-9 |
2 |
1,7,7-trimethyl-3-(phenylmethylene)bicyclo[2.2.1]heptan-2-one; benzylidene camphor |
15087-24-8 |
3 |
(2-Hydroxy-4-methoxyphenyl)(4-methylphenyl)methanone |
1641-17-4 |
4 |
2,4-dihydroxybenzophenone |
131-56-6 |
5 |
2,2',4,4'-tetrahydroxybenzophenone |
131-55-5 |
6 |
2-Hydroxy-4-methoxy benzophenone; |
131-57-7 |
7 |
2-Hydroxy-4-methoxy benzophenone-5-sulfonic acid |
4065-45-6 |
8 |
2,2'-dihydroxy-4,4'-dimethoxybenzophenone |
131-54-4 |
9 |
2,2'-Dihydroxy-4-methoxybenzophenone |
131-53-3 |
10 |
Alpha-(2-oxoborn-3-ylidene)toluene-4-sulphonic acid and its salts (Mexoryl SL) |
56039-58-8 |
11 |
1-[4-(1,1-dimethylethyl)phenyl]-3-(4-methoxyphenyl)propane-1,3-dione (Avobenzone) |
70356-09-1 |
12 |
Methyl N,N,N-trimethyl-4-[(4,7,7-trimethyl-3-oxobicyclo[2,2,1]hept-2-ylidene)methyl]anilinium
sulphate (Mexoryl SO) |
52793-97-2 |
22 |
3,3,5-Trimethyl cyclohexyl-2-hydroxy benzoate; homosalate |
118-56-9 |
23 |
Isopentyl p-methoxycinnamate; isoamyl methoxy cinnamate |
71617-10-2 |
27 |
Menthyl-o-aminobenzoate |
134-09-8 |
28 |
Menthyl salicylate |
89-46-3 |
29 |
2-Ethylhexyl 2-cyano,3,3-diphenylacrylate; octocrylene |
6197-30-4 |
30 |
2- ethylhexyl 4- (dimethylamino)benzoate |
21245-02-3 |
31 |
2- ethylhexyl 4- methoxycinnamate; octyl methoxy cinnamate |
5466-77-3 |
32 |
2- ethylhexyl salicylate |
118-60-5 |
33 |
Benzoic acid,4,4',4"-(1,3,5-triazine-2,4,6-triyltriimino)tris-,tris(2-ethylhexyl)ester;
2,4,6-Trianilino-(p-carbo-2'-ethylhexyl-1'-oxi)-1,3,5-triazine (Octyl Triazone) |
88122-99-0 |
34 |
4- aminobenzoic acid |
150-13-0 |
35 |
Benzoic acid, 4-amino-, ethyl ester, polymer with oxirane |
113010-52-9 |
38 |
2-phenyl-1H-benzimidazole- 5- sulphonic acid; phenylbenzim-idazolsulfonic acid |
27503-81-7 |
39 |
2-Propenamide, N-[[4-[(4,7,7-trimethyl-3-oxobicyclo[2.2.1]hept-2-ylidene)methyl]phenyl]methyl]-,
homopolymer |
147897-12-9 |
40 |
Triethanolamine salicylate |
2174-16-5 |
41 |
3,3'-(1,4-phenylenedimethylene)bis[7,7-dimethyl-2-oxo-bicyclo[2.2.1]heptane-1 methanesulfonic
acid] (Cibafast H) |
90457-82-2 |
42 |
Titanium dioxide (primary particle size 10-50 nm) For example T805 or Eusolex T-AVO,
Eusolex T-2000, Titaniumdioxid VT 817 |
13463-67-7 |
44 |
Zinc oxide (primary particle size 20-100 nm) For example Zinc oxide NDM, Zinc oxide
Z-Cote HP1, Nanox Zinc oxide |
1314-13-2 |
45 |
2,2'-Methylene-bis-[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)-phenol]
(Tinosorb M) |
103597 -45-1 |
46 |
2,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-(1,3,5)-triazine
(Tinosorb S) |
187393-00-6 |
47 |
1 H-Benzimidazole-4,6-disulfonic acid, 2,2'-(1,4-phenylene)bis-, disodium salt |
180898-37-7 |
48 |
Benzoic acid, 4,4'-[[6-[[4-[[(1,1-dimethylethyl)amino]carbonyl] phenyl]amino]1,3,5-triazine-2,4-diyl]diimino]bis-,
bis(2-ethylhexyl)ester; diethylhexyl butamido triazone (Uvasorb HEB) |
154702-15-5 |
49 |
Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]-;
drometrizole trisiloxane (Mexoryl XL) |
155633-54-8 |
50 |
Dimethicodiethylbenzalmalonate; Polysilicone 15 (Parsol SLX) |
207574-74-1 |
51 |
Benzenesulfonic acid, 3-(2H-benzotriazol-2-yl)-4-hydroxy-5-(1-methylpropyl)-, monosodium
salt (Tinogard HS) |
92484-48-5 |
52 |
Benzoic acid, 2-[4-(diethylamino)-2-hydroxybenzoyl]-, hexyl ester (Uvinul A Plus) |
302776-68-7 |
53 |
1-Dodecanaminium, N-[3-[[4-(dimethylamino)benzoyl]amino]propyl]N,N-dimethyl-, salt
with 4-methylbenzenesulfonic acid (1:1) (Escalol HP610) |
156679-41-3 |
54 |
1-Propanaminium, N,N,N-trimethyl-3-[(1-oxo-3-phenyl-2-propenyl)amino]-, chloride |
177190-98-6 |
55 |
1 H-Benzimidazole-4,6-disulfonic acid, 2,2'-(1,4-phenylene)bis- |
170864-82-1 |
56 |
1,3,5-Triazine, 2,4,6-tris(4-methoxyphenyl)- |
7753-12-0 |
57 |
1,3,5-Triazine, 2,4,6-tris[4-[(2-ethylhexyl)oxy]phenyl]- |
208114-14-1 |
58 |
1-Propanaminium, 3-[[3-[3-(2H-benzotriazol-2-yl)-5-(1,1-dimethylethyl)-4-hydroxyphenyl]-1-oxopropyl]amino]-N,
N-diethyl-N-methyl-, methyl sulfate (salt) |
340964-15-0 |
59 |
2-Propenoic acid, 3-(1 H-imidazol-4-yl)- |
104-98-3 |
60 |
Benzoic acid, 2-hydroxy-, [4-(1-methylethyl)phenyl]methyl ester |
94134-93-7 |
61 |
1,2,3-Propanetriol, 1-(4-aminobenzoate) (Glyceryl PABA) |
136-44-7 |
62 |
Benzeneacetic acid, 3,4-dimethoxy-a-oxo- |
4732-70-1 |
63 |
2-Propenoic acid, 2-cyano-3,3-diphenyl-, ethyl ester |
5232-99-5 |
64 |
Anthralinic acid, p-menth-3-yl ester |
134-09-8 |
65 |
2,2'-bis(1,4-phenylene)-1 H-benzimidazole-4,6-disulphonic acid mono sodium salt or
Disodium phenyl dibenzimidazole tetrasulfonate (Neo Heliopan AP) |
349580-12-7, |
66 |
1,3,5-Triazine-2,4,6-triamine, N,N'-bis[4-[5-(1,1-dimethylpropyl)-2-benzoxazolyl]phenyl]-N"-(2-ethylhexyl)-
(Uvasorb K2A) |
288254-16-0 |
67 |
Merocyanine derivatives as described in WO 2004006878, WO2006032741, IPCOM000022279D and in IP.COM JOURNAL (2005), 5(7B), 18 |
|
68 |

|
|
69 |
sterols (cholesterol, lanosterol, phytosterols), as described in WO0341675 |
|
70 |
mycosporines and/or mycosporine-like amino acids as described in WO2002039974, e.g. Helioguard 365 from Milbelle AG, isolated mycosporine like amino acids from
the red alga porphyra umbilicalis (INCI: Porphyra Umbilicalis) that are encapsulated
into liposomes) |
|
71 |
alpha-lipoic-acid as described in DE 10229995 |
|
72 |
synthetic organic polymers as described in EP 1371358, [0033]-[0041] |
|
73 |
phyllosilicates as described in EP 1371357 [0034]-[0037] |
|
74 |
silica compounds as described in EP1371356, [0033]-[0041] |
|
75 |
inorganic particles as described in DE10138496 [0043]-[0055] |
|
76 |
latex particles as described in DE10138496 [0027]-[0040] |
|
77 |
1 H-Benzimidazole-4,6-disulfonic acid, 2,2'-(1,4-phenylene)bis-, disodium salt; Bisimidazylate
(Neo Heliopan APC) |
180898-37-7 |
78 |

|
|
79 |

|
|
80 |

|
|
|
E or Z isomer or mixture of E/Z isomers |
|
81 |

|
|
82 |
Di-2-ethylhexyl-3,5-dimethoxy-4-hydroxy-benzalmalonate (Oxynex ST, EMD Chemicals,
as described in US 20040247536) |
|
83 |
2,4,6-Tris-1,1',4',1"-terphenyl-4-yl-1,3,5-triazine |
|
84 |
2,4,6-Tris(p-biphenylyl)-s-triazine |
31274-51-8 |
85 |
Ethylhexyly methoxycinnamate (Uvinul MC 80) |
5466-77-3 |
85 |
Ethylhexyly methoxycinnamate (and) Diethylamino hydroxylbenzoyl hexyl benzoate (Uvinul
A Plus B) |
5466-77-3 302776-68-7 |
86 |
Ethylhexyl Triazone (Uvinul T 150) |
88122-99-0 |
87 |
Octocrylene (Uvinul N 539 T) |
6197-30-4 |
(h) emulsifier systems
[0125] Any conventionally usable emulsifier can be used for the compositions.
Emulsifier systems may comprise for example: carboxylic acids and their salts: alkaline soap of sodium,
potassium and ammonium, metallic soap of calcium or magnesium, organic basis soap
such as Lauric, palmitic, stearic and oleic acid etc.. Alkyl phosphates or phosphoric
acid esters, acid phosphate, diethanolamine phosphate, potassium cetyl phosphate.
Ethoxylated carboxylic acids or polyethyleneglycol esters, PEG-n acylates. Linear
fatty alcohols having from 8 to 22 carbon atoms, branched from 2 to 30 mol of ethylene
oxide and/or from 0 to 5 mol propylene oxide with with fatty acids having from 12
to 22 carbon atoms and with alkylphenols having from 8 to 15 carbon atoms in the alkyl
group. Fatty alcohol polyglycolether such as laureth-n, ceteareth-n, steareth-n, oleth-n.
Fatty acid polyglycolether such as PEG-n stearate, PEG-n oleate, PEG-n cocoate. Monoglycerides
and polyol esters. C12-C22 fatty acid mono- and di-esters of additional products of
from 1 to 30 mol of ethylene oxide with polyols. Fatty acid and polyglycerol ester
such as monostearate glycerol, diisostearoyl polyglyceryl-3-diisostearates, polyglyceryl-3-diisostearates,
triglyceryl diisostearates, polyglyceryl-2-sesquiisostearates or polyglyceryl dimerates.
Mixtures of compounds from a plurality of those substance classes are also suitable.
Fatty acid polyglycolesters such as monostearate diethylene glycol, fatty acid and
polyethylene glycol esters, fatty acid and saccharose esters such as sucro esters,
glycerol and saccharose esters such as sucro glycerides. Sorbitol and sorbitan, sorbitan
mono- and di-esters of saturated and unsaturated fatty acids having from 6 to 22 carbon
atoms and ethylene oxide addition products. Polysorbate-n series, sorbitan esters
such as sesquiisostearate, sorbitan, PEG-(6)-isostearate sorbitan, PEG-(10)-sorbitan
laurate, PEG-17- dioleate sorbitan. Glucose derivatives, C8-C22 alkyl-mono and oligo-glycosides
and ethoxylated analogues with glucose being preferred as the sugar component. O/W
emulsifiers such as methyl gluceth-20 sesquistearate, sorbitan stearate/sucrose cocoate,
methyl glucose sesquistearate, cetearyl alcohol/cetearyl glucoside. W/O emulsifiers
such as methyl glucose dioleate/ methyl glucose isostearate. Sulfates and sulfonated
derivatives, dialkylsulfosuccinates, dioctyl succinate, alkyl lauryl sulfonate, linear
sulfonated parafins, sulfonated tetraproplyne sulfonate, sodium lauryl sulfates, amonium
and ethanolamine lauryl sulfates, lauyl ether sulfates, sodium laureth sulfates, sulfosuccinates,
aceyl isothionates, alkanolamide sulfates, taurines, methyl taurines, imidazole sulfates.
Amine derivatives, amine salts, ethoxylated amines, oxide amine with chains containing
an heterocycle such as alkyl imidazolines, pyridine derivatives, isoquinoteines, cetyl
pyridinium chlorure, cetyl pyridinium bromide, quaternary ammonium such as cetyltrimethylbroide
amonium broide (CTBA), stearylalkonium. Amide derivatives, alkanolamides such as acylamide
DEA, ethoxylated amides such as PEG-n acylamide, oxyde-amide. Polysiloxane/polyalkyl/polyether
copolymers and derivatives, dimethicone, copolyols, silicone polyethylene oxide copolymer,
silicone glycol copolymer. Propoxylated or POE-n ethers (Meroxapols), Polaxamers or
poly(oxyethylene)m-block-poly(oxypropylene)n-block(oxyethylene). Zwitterionic surfactants
that carry at least one quaternary ammonium group and at least one carboxylate and/or
sulfonate group in the molecule. Zwitterionic surfactants that are especially suitable
are betaines, such as N-alkyl-N,N-dimethylammonium glycinates, cocoalkyldimethylammonium
glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, cocoacylaminopropyldimethylammonium
glycinate and 2-alkyl-3-carboxymethyl-3-hydroxyethylimidazolines each having from
8 to 18 carbon atoms in the alkyl or acyl group and also cocoacylaminoethylhydroxyethylcarboxymethylglycinate,
N-alkylbetaine, N-alkylaminobetaines. Alkylimidazolines, alkylopeptides, lipoaminoacides,
self emulsifying bases and the compounds as described in
K.F.DePolo, A short textbook of cosmetology, Chapter 8, Table 8-7, p250-251.
[0126] Non ionic emulsifiers such as PEG-6 beeswax (and) PEG-6 stearate (and) polyglyceryl-2-isostearate
[Apifac], glyceryl stearate (and) PEG-100 stearate. [Arlacel 165], PEG-5 glyceryl
stearate [arlatone 983 S], sorbitan oleate (and) polyglyceryl-3 ricinoleate.[Arlacel
1689], sorbitan stearate and sucrose cocoate [arlatone 2121], glyceryl stearate and
laureth-23 [Cerasynth 945], cetearyl alcohol and ceteth-20 [Cetomac-rogol Wax], cetearyl
alcohol and colysorbate 60 and PEG-150 and stearate-20 [Polawax GP 200, Polawax NF],
cetearyl alcohol and cetearyl polyglucoside [Emulgade PL 1618], cetearyl alcohol and
ceteareth-20 [Emulgade 1000NI, Cosmowax], cetearyl alcohol and PEG-40 castor oil [Emulgade
F Special], cetearyl alcohol and PEG-40 castor oil and sodium cetearyl sulfate [Emulgade
F], stearyl alcohol and steareth-7 and steareth-10 [Emulgator E 2155], cetearyl alcohol
and steareth-7 and steareth-10 [Emulsifying wax U.S.N.F], glyceryl stearate and PEG-75
stearate [Gelot 64], propylene glycol ceteth-3 acetate .[Hetester PCS], propylene
glycol isoceth-3 acetate [Hetester PHA], cetearyl alcohol and ceteth-12 and oleth-12
[Lanbritol Wax N 21], PEG -6 stearate and PEG-32 stearate [Tefose 1500], PEG-6 stearate
and ceteth-20 and steareth-20 [Tefose 2000], PEG-6 stearate and ceteth-20 and glyceryl
stearate and steareth-20 [Tefose 2561], glyceryl stearate and ceteareth-20 [Teginacid
H, C, X].
[0127] Silicone emulsifiers particularly suitable for W/Si emulsions are those corresponding
to the following formula:

wherein
m is a number from 1 to 20
n is a number from 0 to 500
p is a number from 0 to 50
R1 is linear or branched C1- C30 Alkyl radical or phenyl radical
R2 is - CcH2c (-O-C2H4)a-(-O-C3H6)b-(-O-C4H8)d-R3
R3 is - H, -OH; linear or branched alkyl C1 - C12; linear or branched alkoxy C1-C6;
linear or branched acyloxy C2- C12;- NHCH2CH2COOM; aminoalkyl radical optionally substituted
on the amine function; - NHCO(CH2)d- COOM, C1-C30 carboxyacyl radical;
where M is H, Na, K, Li, NH4 or organic amine; optionally substituted phosphono group;
- NHCO(CH2)d OH; - NH3Y where Y is a monovalent organic or inorganic anion such as CI, Br, Sulfate,
Carboxylate (Acetate, Lactate, Citrate).
a is a number from 0 to 100
b is a number from 0 to 50; and
c is a number from 0 to 5
d is a number from 0 to 10.
[0128] These compounds represent the oxyalkylenated organo-modified silicones. Other denominations
used are PEG/PPG Dimethicones (Dimethicone copolyols) or Silicone polyethers that
clearly show surface active properties necessary to emulsify.
[0129] Preferred silicone emulsifiers which are particularly recommended correspond to formula

wherein
n is a number from 1 to 500
R is linear or branched C1- C30 Alkyl radical or phenyl radical
R2 is - CcH2c(-O-C2H4)a-(-O-C3H6)b-O(-C4H8)d-R3
R3,a,b,c & d have the same meaning as previously described
[0130] A non exhaustive list of W/Si emulsifers is given in the following table:
Table 4: Examples for W/Si emulsifiers
|
INCI denomination |
Oxyalkylenated organo-mocifiec sliones: PEG/PPG Dimethicones & Silicone polyothers |
|
Bis-PEG/PPG -14/14 Dimethicone |
|
Bis-PEG/PPG -20/20 Dimethicone |
|
Bis-PEG/PPG -16/16 PEG/PPG -16/16Dimethicone |
|
Bis_PEG-15 Methyl Ether Dimethicone |
|
Bis(PPG-7 Undeceneth-21) Dimethicone |
|
Cetyl PEG/PPG - 15/15 Butyl Ether Dimethicone |
|
Cetyl PEG/PPG - 7/3 Dimethicone |
|
Cetyl PEG/PPG - 10/1 Dimethicone |
|
Dimethicone Copolyol |
|
Dimethicone PEG-8 Adipate |
|
Dimethicone PEG-7 Avocadoate |
|
Dimethicone PEG-8 Avocadoate |
|
Dimethicone PEG-8 Beeswax |
|
Dimethicone PEG-n esters ..... |
|
Dimethicone/PEG-10 Crosspolymer |
|
Dimethicone/PEG-15 Crosspolymer |
|
Dimethicone/PEG-7 Phosphate |
|
Dimethicone/PEG-n Phosphates... |
|
Dimethicone PEG/PPG-7/4 Phosphate |
|
Dimethicone PEG/PPG-12/4 Phosphate |
|
Dimethicone PEG-7 Undecylenate |
|
Laurylmethicone copolyol |
|
PEG-10 Dimethicone crosspolymer |
|
PEG-12 Dimethicone crosspolymer |
|
PEG-10 Lauryl Dimethicone Crosspolymer |
|
PEG-15 Lauryl Dimethicone Crosspolymer |
|
PEG-6 Methyl ether Dimethicone |
|
PEG-n Methyl ether Dimethicones... |
|
PEG-32 Methyl ether Dimethicone |
|
PEG/PPG - 20/22 Butyl Ether Dimethicone |
|
PEG/PPG - 22/22 Butyl Ether Dimethicone |
|
PEG/PPG - 23/23 Butyl Ether Dimethicone |
|
PEG/PPG - 24/18 Butyl Ether Dimethicone |
|
PEG/PPG - 27/9 Butyl Ether Dimethicone |
|
PEG/PPG -3/10 Dimethicone |
|
PEG/PPG - 5/3 Trisiloxane |
|
PEG/PPG -n/m Dimethicones... |
|
PEG/PPG -30/10 Dimethicone |
|
Potassium Dimethicone PEG-7 Phosphate |
|
PPG-12 Butyl Ether Dimethicone |
|
PPG-12 Dimethicone |
|
PPG-27 Dimethicone |
|
TEA-Dimethicone PEG-7 Phosphate |
|
Caprylyl Dimethicone Ethoxy Glucoside |
|
Dimethicone Ethoxy Glucoside |
|
Dimethicone/Polyglycerin-3 Crosspolymer |
|
PEG-9 Polydimethylsiloxyethyl Dimethicone |
|
Polydimethylsiloxy PEG/PPG - 24/19 Butyl Ether Silsesquioxane |
|
Polydimethylsiloxy PPG-13 Butyl Ether Silsesquioxane |
|
Polyglyceryl-3 Disiloxane Dimethicone |
|
Polyglyceryl-3 Polydimethylsiloxyethyl Dimethicone |
|
Sodium Carboxydecyl PEG-8 Dimethicone |
Non-oxyalkylanated organo-mod fied silicones: |
|
C6-8 Alkyl C3-6 Alkyl Glucoside Dimethicone |
[0131] Anionic emulsifiers such as PEG-2 stearate SE, glyceryl stearate SE [Monelgine, Cutina
KD], propylene glycol stearate [Tegin P], cetearyl Alcohol and Sodium cetearyl sulfate
[Lanette N, Cutina LE, Crodacol GP], cetearyl alcohol and sodium lauryl sulfate [Lanette
W], trilaneth-4 phopshate and glycol stearate and PEG-2 stearate [Sedefos 75], glyceryl
stearate and sodium lauryl Sulfate [Teginacid Special]. Cationic acid bases such as
cetearyl alcohol and cetrimonium bromide.
[0132] The emulsifiers may be used in an amount of, for example, from 1 to 30 % by weight,
especially from 4 to 20 % by weight and preferably from 5 to 10 % by weight, based
on the total weight of the composition.
[0133] When formulated in O/W emulsions, the preferably amount of such emulsifier system
could represent 5% to 20% of the oil phase.
[0134] In such inventive embodiments,
emulsifiers will be used, such especially as: carboxylic acids and their salts (such as palmitinic
acid, stearic acid, oleic acid, lauric acid etc.); alkyl phosphates or phosphoric
acid esters (such as diethanolamine cetyl phosphate, potassium cetyl phosphate, etc.);
alkylamines; alkyl imidazolines; ethoxylated amines; quaternary emulsifiers; sorbitol
and sorbitan (polysorbates, sorbitan esters); sucrose and glucose derivatives (such
as sorbitan stearate, sucrose cocoate, methyl glucose-sesquistearate, methyl glucose
dioleate and methyl glucose isostearate); alkanolamides and ethoxylated amides (such
as PEG-n acylamides (with n = 1-50)); ethoxylated carboxylic acids or polyethylene
glycol esters (PEG-n acylates with n = 1-200), such as fatty alcohol; polyglycolethers;
laureth-n (with n = 1-200); ceteareth-n (with n =1-200); steareth-n (with n = 1-100);
oleth-n (with n = 1-200) and PEG-n stearate (with n = 1-200); PEG-n oleate (with n
= 1-200); PEG-n cocoate (with n = 2-150); polyglyceryl esters and fatty acid esters;
dimethicone copolyols such as silicone polyethylene oxide copolymer; silicone glycol
copolymer; propoxylated or polyoxyethylene ethers; polaxamers; polymeric emulsifiers
(such as acrylate copolymers or crosspolymers and acrylamides or polyacrylamides);
and mixtures or combinations of two or more of the foregoing emulsifiers.
[0135] In emulsified embodiments of the present disclosure, the lipid phase will advantageously
be selected from mineral oils; mineral waxes; oils (such as triglycerides of capric
and caprylic acid); natural oils (such as castor oil); fats; waxes and other natural
and synthetic fats (for example esters of fatty acids with short chain alcohols, such
as isopropanol, propylene glycol or glycerine) or esters of fatty alcohols with fatty
acids or carboxylic acids with low number of carbon atoms; alkylbenzoate; silicone
oils (such as dimethylpolysiloxane, diethylpolysiloxane, diphenylpolysiloxane); and/or
mixtures of two or more thereofln various embodiments of the present disclosure, the
oil phase of the emulsion, oleogel, hydrodispersion or lipodispersion is advantageously
selected from saturated and/or unsaturated, branched and/or linear alkane carbonic
acids with a chain length of 3 to 30 C-atoms; saturated and/or unsaturated, branched
or linear alcohols with a chain length of 3 to 30 C-atoms; an ester of aromatic carbonic
acids and saturated and /or unsaturated, branched and/or linear alcohols with a chain
length of 3-30 C-atoms; and/or mixtures of two or more thereof. In some embodiments,
exemplary ester oils are: isopropylmyristate, isopropylpalmitate, isopropylstearate,
isopropyloleate, n-butylstearate, n-hexyllaurate, n-decyloleate, isooctylstearate,
iso-nonylstearate, isononylisononanoate, 2-ethylhexylpalmitate, 2-hexyllaurate, 2-hexyldecylstearate,
2-octyldodecylpalmitate, oleyloleate, oleylerucate, erucyloleate and erucylerucate,
as well as synthetic, semi-synthetic and natural mixtures of such esters such as jojoba
oil.
[0136] In some embodiments comprising fatty acid triglycerides, they will be selected from
synthetic, semi-synthetic and natural oils, such as: olive oil, sunflower oil, soy
oil, peanut oil, rape-seed oil, palm oil, almond oil, coconut oil and similar oils.
[0137] Mixtures of such oil and wax components or waxes such as cetyl palmitate will be
used in some embodiments as the sole oil phase.
[0138] In some embodiments, the oil phase comprises other preferred ingredients, such as:
2-ethylhexylisostearate; octyldodecanol; isotridecylisononanoate; isoeicosane; 2-ethylhexylcocoate;
C
12-C
15 alkyl benzoate; caprylic-caprinic acid-triglycerides and di-caprylic ether or mixtures
of those ingredients (such as mixtures of 2-ethylhexylisostearate with C
12-C
15 alkylbenzoate); mixtures of C
12-C
15 alkylbenozoate and isotridecylisononanoate and mixtures of C
12-C
15 alkylbenzoate with 2-ethylhexylisostearate and isotridecylisononanoate. Moreover
cyclic or linear silicone oils can be used and are in some cases the only ingredient
in the oil phase. In particular embodiments, preferred silicone oils include: cyclomethicone
(octamethylcyclotetrasiloxane), hexamethylcyclotrisiloxane, polydimethylsiloxane and
poly(methylphenylsiloxane).
[0139] In some embodiments, preferred hydrocarbons include: paraffin oil, squalane and squalene.
[0140] In some embodiments, the aqueous phase contains for example ingredients such as:
alcohols, diols or polyols with a low number of C-atoms or their ethers (for example
ethanol, isopropanol, propyleneglycol, glycerin, ethylene glycol, ethylene glycol
monoethylether, ethylene glycol monobutylether, propylene glycol monomethylether,
propylene glycol monoethylether, propylene glycol monobutylether, diethylene glycol
monomethylether; diethylene glycol monoethylether, diethylene glycol monobutylether
and similar products); lower homologs of alcohols (such as ethanol, isopropanol, 1,2-dipropandiol
and glycerin), as well as one or more thickeners for example: silicium dioxide, aluminum
silicates, polysaccharides or derivatives thereof (for example hyaluronic acid, xanthan
gum, hydroxypropylmethylcellulose); polyacrylates {for example substances from the
Carbopol range (for example Carbopol types 980, 981, ETD2001 or 2020, Aqua SF-1, Ultrez
1), Salcare range (Salcare SC80, Salcare SC81, Salcare SC91, Salcare AST, Salcare
SC 92, Salcare SC95, Salcare SC96, Salcare Super 7) or Novemer™ EC-1}; Cosmedia® SP;
Aristoflex AVC; or modified Starch (such as Structure® Solanace or Structure®XL).
(i) Additional functional ingredients
[0141] In some embodiments, the stabilizer employed in the cleansing compositions will comprise
fatty acid esters. Esters of linear C
6-C
24 fatty acids with linear C
3-C
24 alcohols, esters of branched C
6-C
13carboxylic acids with linear C
6-C
24 fatty alcohols, esters of linear C
6-C
24 fatty acids with branched alcohols, especially 2-ethylhexanol, esters of hydroxycarboxylic
acids with linear or branched C
6-C
22 fatty alcohols, especially dioctyl malates, esters of linear and/or branched fatty
acids with polyhydric alcohols (for example propylene glycol, dimer diol or trimer
triol) and/or Guerbet alcohols, for example caproic acid, caprylic acid, 2-ethylhexanoic
acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid,
palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic
acid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid, gadoleic acid,
behenic acid and erucic acid and technical-grade mixtures thereof (obtained, for example,
in the pressure removal of natural fats and oils, in the reduction of aldehydes from
Roelen's oxosynthesis or in the dimerisation of unsaturated fatty acids) with alcohols,
for example, isopropyl alcohol, caproic alcohol, capryl alcohol, 2-ethylhexyl alcohol,
capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol,
palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol,
petroselinyl alcohol, linoyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachidyl
alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and
technical-grade mixtures thereof (obtained, for example, in the high-pressure hydrogenation
of technical-grade methyl esters based on fats and oils or aldehydes from Roelen's
oxosynthesis and as monomer fractions in the dimerisation of unsaturated fatty alcohols).
[0142] Examples of such ester oils are isopropylmyristate, isopropylpalmitate, isopropylstearate,
isopropyl isostearate, isopropyloleate, n-butylstearate, n-hexyllaurate, n-decyloleate,
isooctylstearate, iso-nonylstearate, isononyl isononanoate, 2-ethylhexylpalmitate,
2-hexyllaurate, 2-hexyldecylstearate, 2-octyldodecylpalmitate, oleyloleate, oleylerucate,
erucyloleate, erucylerucate, cetearyl octanoate, cetyl palmitate, cetyl stearate,
cetyl oleate, cetyl behenate, cetyl acetate, myristyl myristate, myristyl behenate,
myristyl oleate, myristyl stearate, myristyl palmitate, myristyl lactate, propylene
glycol dicaprylate/caprate, stearyl heptanoate, diisostearyl malate, octyl hydroxystearate,
etc.
[0143] In some embodiments, C
10-C
22 ethylene glycol fatty acid esters are desirably combined with the polymeric thickeners
(described above). In some embodiments, the ester is preferably a diester, more preferably
a C
14-C
18 diester, most preferably ethylene glycol distearate. In embodiments wherein C
10-C
22 ethylene glycol fatty acid esters are utilized as the stabilizer, they will be present
in a concentration range of: from about 3% to about 10%, preferably from about 5%
to about 8%, more preferably from about 6% to about 8% of the personal cleansing compositions.
[0144] Another class of stabilizer which will be employed in some embodiments of the antimicrobial
compositions of the present disclosure comprises
dispersed amorphous silica: i.e. fumed silica, precipitated silica and mixtures thereof. As used herein the term
"dispersed amorphous silica" refers to small, finely divided non-crystalline silica
having a mean agglomerate particle size of less than about 100 microns.
[0145] In some embodiments in which amorphous silicas are used as the stabilizer, they will
be included in the cleansing compositions at levels ranging from about 0.1% to about
10%, preferably from about 0.25% to about 8%, more preferably from about 0.5% to about
5%.
[0146] Another class of stabilizer which will be employed in embodiments of the antimicrobial
compositions of the present disclosure comprises
dispersed smectite clay selected from the group consisting of bentonite and hectorite and mixtures thereof.
Bentonite is a colloidal aluminum clay sulfate (see Merck Index, Eleventh Edition,
1989, entry 1062, p. 164, which is incorporated by reference). Hectorite is a clay
containing sodium, magnesium, lithium, silicon, oxygen, hydrogen and flourine. (See
Merck Index, eleventh Edition, 1989, entry 4538, p. 729, which is herein incorporated
by reference.) When smectite clay is employed as the stabilizer in some embodiments
of the cleansing compositions of the present disclosure, it will be constitute about
0.1% to about 10%, preferably from about 0.25% to about 8%, more preferably from about
0.5% to about 5% of the composition.
[0147] In the embodiment of the present disclosure passivating agents might be used for
stabilization especially from the group of hectorite, bentonite, montmorillonit, nontronit,
saponit, sauconit, beidellit, allevardit, illit, halloysit, attapulgit, sepiolit and/or
talcum.
[0148] Other known stabilizers, such as fatty acids and fatty alcohols, are also employed
in some embodiment of the inventive compositions. In some embodiments, palmitic acid
and lauric acid are especially preferred.
[0150] Some embodiments of the antimicrobial compositions of the present disclosure comprise
suitable
anti-wrinkle agents including sulfur-containing D and L amino acids and their derivatives and salts,
particularly the N-acetyl derivatives, a preferred example of which is N-acetyl-L-cyteine;
thiols; hydroxy acids (salicylic acid, glycolic acid), keto acids (pyruvic acid),
phytic acid, lipoic acid; lysophophatidic acid, skin peel agents, flavonoids, stilbenes,
cinnamates, resveratrol, kijnetin, zeatin, dimethylaminoethanol, peptides from natural
and synthetic sources, salts of sugar acids (Mn gluconate), terpene alcohols, vitamin
B compounds such as vitamin B3, vitamin B1 (Thiamine), vitamin B2 (riboflavin), vitamin
B5 (Pantothenic acid), vitamin Bt (carnitine), Vitamin B12 (cobalamine), vitamin B15
(pangamic acid or diisopropylamine dichloroacetate) and their derivatives salts.
[0151] Some embodiments of the antimicrobial compositions of the present disclosure comprise
substances suitable for use as
super-fatting agents are, for example, lanolin and lecithin and also polyethoxylated or acrylated lanolin
and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid
alkanolamides, the latter simultaneously acting as foam stabilisers.
[0152] Some embodiments of the antimicrobial compositions of the present disclosure comprise
substances suitable for use as
adjuvants for example alpha glucosylrutin (
CAS No. 130603-71-3), 2-butyloctyl o-hydroxybenzoate (
CAS No. 190085-41-7), vitamin E (
CAS No. 1406-18-4), vitamin E acetate (
CAS No. 58-95-7), diethylhexyl 2,6- naphthalate, di-n-butyl adipate, di(2-ethylhexyl)-adipate, di(2-ethylhexyl)-succinate
and diisotridecyl acelaat, and also diol esters, such as ethylene glycol dioleate,
ethylene glycol diisotridecanoate, propylene glycol di(2-ethylhexanoate), propylene
glycol diisostearate, propylene glycol dipelargonate, butanediol diisostearate and
neopentyl glycol dicaprylate. Esters of C
6-C
24 fatty alcohols and/or Guerbet alcohols with aromatic carboxylic acids, saturated
and/or unsaturated, especially benzoic acid, esters of C
2-C
12dicarboxylic acids with linear or branched alcohols having from 1 to 22 carbon atoms
or polyols having from 2 to 10 carbon atoms and from 2 to 6 hydroxy groups, or iminodisuccinic
acid and imiondisuccinic acid salts [
CAS 7408-20-0] or latex particles, aloe vera, chamomile, ginko biloba, ginseng, coenzyme Q10, laminaria
ochroleuca extract, magnolia oborata extract, melalenca alternifolia leaf oil, rubus
idaeus seed oil, vaccinium macrocarpon seed oil, pumpkin seed extract, pumpkin seed
oil, grape seed extract, carnosine, alpha-arbutin, madecassoside, termino-laside,
tetrahydrocurcuminoids (THC), mycosporines, mycosporine like amino acids from the
red alga porphyra umbilicalis, mycosporine-like amino acids (as described in
WO2002039974), cis-9-octadecenedioic acid, lipoic acid,laurimino dipropiomic acid tocopheryl phosphates
(LDTP), microcrystalline cellulose (MCC), polycarbonates as described in
WO 0341676, sterols (cholesterol, lanosterol, phytosterols), as described in
WO0341675 and linear poly-alpha-glucans as described in
US6616935.
[0153] It is furthermore possible for the cosmetic preparations to contain,
as adjuvants, anti-foams, such as silicones, structurants, such as maleic acid, solubilisers, such
as ethylene glycol, propylene glycol, butylene glycol, PEG40 hydrogenated castor oil,
glycerol or diethylene glycol, opacifiers, such as latex, styrene/PVP or styrene/acrylamide
copolymers, complexing agents, such as EDTA, NTA, alaninediacetic acid or phosphonic
acids, propellants, such as propane/butane mixtures, N
2O, dimethyl ether, CO
2, N
2 or air, so-called coupler and developer components as oxidation dye precursors, reducing
agents, such as thioglycolic acid and derivatives thereof, thiolactic acid, cysteamine,
thiomalic acid or mercaptoethanesulfonic acid, or oxidising agents, such as hydrogen
peroxide, potassium bromate or sodium bromate.
[0155] An
"emollient" is a compound or mixture capable of making the skin more soft or supple.
[0156] Some embodiments comprise one or more
antioxidants. Preferably used are e.g. amino acids or amino acid derivatives; imidazoles and their
derivatives; peptides such as D,L-carnosin; carotinoids; carotines and their derivatives;
liponic acid; metal chelating agents (such as alpha-hydroxy fatty acids, palmitinic
acid, phytinic acid, lactoferrine); alpha-hydroxyacids (for example lactic acid, maleic
acid); humic acid; gallate; EDTA, EGTA and their derivatives; unsaturated fatty acids
and their derivatives; vitamin C (ascorbic acid) and its derivatives (such as acetylated
derivatives); rutinic acid and its derivatives; alpha-glycosyl rutin, ferulic acid,
butylhydroxytoluol, butylhydroxyanisol and suitable derivatives; and/or mixtures of
two or more of these substances.
[0157] Additional examples for antioxidants are for example:
- tocopherol (α, β, γ, δ isomers) and its esters of acids with general formulas
H(CH2)n(CHR)COOH (1)
CH3(CH2)mCH=CH(CH2)nCOOH (2)
where R is hydrogen atom or OH group, m, n are integral numbers from 0 to 22 where
m+n sum is maximally 22.
- tocotrienol (α, β, γ, δ isomers), containing one unsaturated fatty chain, and its
esters of acids
- ascorbic acid and its esters of acids such as phosphoric acid and also sodium, potassium,
lithium and magnesium salts, Ascorbyl Tetraisopalmitate, further ester with pyrrolidoncarboxylic
acid and esters of acids with general formulas
H(CH2)n(CHR)COOH (3)
CH3(CH2)mCH=CH(CH2)nCOOH (4)
where R is hydrogen atom or OH group, m, n are integral numbers from 0 to 20 where
m+n sum is maximally 21.
- Retinoids include all natural and/or synthetic analogs of vitamin A or retinal-like
compounds which possess the biological activity of vitamin A in the skin as well as
the geometric isomers and stereoisomers of these compounds. Preferred compounds are
retinal, retinol esters (e.g., C2-C22 alkyl esters (saturated or unsaturated alkyl
chains) of retinal, including retinyl palmitate, retinyl acetate, retinyl propionate),
retinal, and/or retinoic acid (including all trans retinoic acid and/or 13-cis-retinoic
acid) or derivatives ...Other retinoids which are useful herein are described in U.S. patent N°4,677,120, issued Jun.30,1987 to Parish et al; 4,885,311, issued Dec.5, 1989 to Parish et al; 5,049,584, issued Sep.17,1991 to Purcell et al., 5,124,356, issued Jun.23, 1992 to Purcell et al. Other suitable retinoids are tocopheryl-retinoate [tocopherol ester of retinoic acid
(trans or cis)], adapalene [6-(3-(1-adamantyl)-4-methoxyphenyl)-2-naphtoic acid] and
tazarotene (ethyl 6-[2-(4,4-dimethylthiochroman-6-yl)-ethynyl]nicotinate)
- carotenoids such as α-, β-, γ-, and δ-carotene, lutein, xanthophylls, zeaxanthine,
violaxanthine, cryptoxanthine, fukoxanthine, antheraxanthine, lycopene, didehydrolycopene
and tetradehydrolycopene carotenoids
- enzymatic antioxidants such as Glutathione peroxidase, Catalase, Superoxide dismutase.
- Ubiquinone and Idebenone(hydroxydecyl Ubiquinone), Ubiquinol and its derivatives
- Lipoic acid and its derivatives such as alpha-lipoic acid...
- Rutinic acid and its derivatives such as α-glucosylrutin, a water soluble flavonoid,
rutin hydrate (vitamin P)
- Botanical extracts such as white and green tea extracts, chicory leaf extract (Cichorium
intubybus), Passionflower extract (Passiflora incarnata), Aspalathus linearis extract,
rosmary extract, red leaf extract of Aceraceae Maple tree or of Rosaceae Cherry tree,
Curcuma longa L (curcuminoids active ingredients), Leontopodium alpinum extract, Emblica
officinalis (phyllanthus emblica) tree extract...
- Phenolic acids such as caffeic acid, 3,4-dihydroxyphenyl acetic acid, 3,4-dihydroxybenzoic
acid.
- Flavonoids and polyphenols such as flavanones selected from the group consisting of
unsubstituted flavanones, mono-substituted flavanones, and mixtures thereof; chalcones
selected from the group consisting of unsubstituted Chalcones, mono-substituted chalcones,
di-substituted chalcones, tri-substituted chalcones, and miture therof; flavones selected
from the group consisting of unsubstituted flavones, mono-substituted flavones, di-substituted
flavones, and mixtures thereof; oe or more isoflavones; coumarins selected from the
group consisting of unsubstituted coumarins, mono-substituted coumarins, di-substituted
coumarins, and mixtures thereof; flavonols , anthocyanins, catechins, proanthocyanidins
(Grape seed extract). Flavonoids which are broadly disclosed in US patents 5,686,082 and 5,686, 367 can also be used.
- chlorogenic acid and ferulic acid
[0158] (k)
Further biocidal active molecules, which are typically selected from the list of known biocides given further above.
In case that such further biocides are used, the total amount of these further biocides
and the antimicrobial agent of present component (a) generally remains within the
limits specified for present component (a) alone, i.e. 1 part by weight of the biocide
(a and optionally k) on 0.001 to 1000, especially 0.001 to 10, parts by weight of
component (b); and 0.001 to 5 % b.w. of the biocide (sum of a and optionally k), relative
to the total weight of the composition.
[0159] The invention further provides personal care compositions, which are
oral care compositions, comprising a biocide and water in an orally acceptable form. By "orally acceptable
form", it is meant that the oral care composition includes at least one ingredient
other than 4-phenoxyphenol derived substance and non-ionic or anionic surfactant,
an alcohol, a detergent or combinations thereof, and that the ingredient is of the
type that is tolerated by teeth and buccal tissues, such as the gums and inner cheek.
Such orally acceptable compositions need not be ingestible (as most fluoride-containing
toothpastes are not considered ingestible due their fluoride content), are non-toxic
when applied to the mouth and then removed from the mouth. In particular, the disclosure
provides oral care compositions that are mouth rinses, mouth washes, tooth pastes,
tooth gels, denture pastes, denture gels, chewing gums, solid lozenges and oral sprays,
which are described in more detail herein.
[0160] In some embodiments, the oral care compositions contain one or more additional oral
care ingredients for treating the mouth, including the teeth, gums, tongue, or buccal
skin surfaces. Such additional ingredients include cleaning agents, abrasives, fluoridating
agents, malodor treating agents, tooth whitening agents, anti-carries agents, gelling
agents, antibacterial agents (other than the inventive antimicrobial agent), flavorings,
colorants and combinations of two or more of the foregoing. Such oral compositions
may be used in a conventional manner commensurate with the physical form of the compositions,
which may be liquid, paste, semi-solid or solid. For example, in some embodiments,
wherein the compositions are pastes or gels, they are applied to a mouth surface (for
example teeth and/or gums) with brushing. In other embodiments, where the compositions
are liquids, they are applied to the mouth surface with gargling or swishing. They
may be removed from the mouth by expectorating and optionally rinsing with water or
a mouth rinse.
[0161] The disclosure provides antimicrobial compositions that possess antimicrobial activity
against oral bacteria, and thus exhibit antibacterial effects in
oral care applications. In particular embodiments, inventive compositions fight plaque; reduce,
slow the progression of, or prevent gingivitis; reduce, slow the progression of, or
prevent periodontitis and/or reduce mouth malodor. Such oral antimicrobial activity
is enhanced in some inventive embodiments by combining the Biocide with other antimicrobial,
anti-plaque, anti-gingivitis and/or anti-periodontitis agents such as chlorhexidine
salts, quaternary compounds (such as cetrimonium bromide, benzalkonium chloride and
cetyl pyridinium chloride) and/or phenolic substances {such as 2,4,4'-trichloro-2'-hydroxydiphenylether;
4,4'-dichloro-2-hydroxydiphenylether, thymol, and other phenolic compounds having
the following generic formula

wherein R
22, R
23 and R
24 are independently from each other alkyl (branched, cyclo or linear), aryl, O-aryl,
o-alkyl (linear, cyclo, or branched)}.
[0162] The disclosure further provides
anti-plaque, anti-gingivitis and/or anti-periodontitis agents are for example thymol; 2-t-butyl-5-(4-t-butylphenyl)-phenol; 2,4-di-t-butyl phenol;
2-cyclohexylmethyl-4-t-butylphenol; 2-t-octyl-5-cyclohexylmethylphenol; 2-t-butyl-4-(1,1-dimethylpropyl)phenol;
2-t-butyl-4-(1,1-dimethylbutyl)phenol; 2,4-di-t-butyl-5-methylphenol; 2-t-butyl-4-(1,1,2,2-tetramethylpropyl)-5-methylphenol;
2-t-butyl-4-(1,1,2,2-tetramethylpropyl)phenol; 2-t-butyl-5-cyclohexylmethylphenol;
2-t-butyl-4-n-heptylphenol; 2-isopropyl-5-cyclohexylmethylphenol; 2-isopropyl-4-cyclohexylmethylphenol;
and 2-cyclohexyl-4-n-heptylphenol.
[0163] In some embodiments, the disclosure provides oral care compositions containing the
Biocide alone, or in combinations with one or more of the above mentioned antimicrobial
and/or anti-plaque agents are for example mouth rinses, semi-solids such as toothpastes
or gel dentifrices, chewing gums or solid lozenge or the like.
[0164] Further embodiments of inventive oral compositions contain, for example:
- polishing agents (such as silica gels, colloidal silica or complex amorphous alkali metal aluminosilicate,
sodium bicarbonate, sodium metaphosphate, potassium metaphosphate, tricalcium phosphate,
dehydrated dicalcium phosphate, anhydrous dicalcium phosphate, calcium pyrophosphate,
calcium carbonate, aluminum silicate, hydrated alumina, silica, bentonite and mixtures
of any two or more thereof);
- humectants (such as glycerin, sorbitol, an alkylene glycol such as polyethylene glycol or propylene
glycol, butylene glycol, PEG 40 hydrogenated castor oil and/or mixtures of any two
or more thereof);
- water (for example as hereinbefore described);
- natural or synthetic thickener or gelling agent (such as Irish moss, iotacarragenan, kappa-carrageenan, gum tragacanth, starch, polyvinylpyrrolidone,
hydroxyethyl propyl cellulose, hdroxybutyl methyl cellulose, hydroxypropyl methyl
cellulose, hydroxyethyl cellulose and sodium carboxymethyl cellulose);
- alcohol (such as ethanol or isopropanol);
- organic surface-active agents, which are cationic, anionic or non-ionic;
- flavoring agents (such as thymol, menthol, methyl salicylate (wintergreen oil), eucalyptol, carvacrol,
camphor, anethole, carvone, eugenol, isoeugenol, limonene, losimen, n-decyl alcohol,
citronel, a-salpineol, methyl acetate, citronellyl acetate, methyl eugenol, cineol,
linalool, ethyl linalaol, safrola vanillin, spearmint oil, peppermint oil, lemon oil,
orange oil, sage oil, rosemary oil, cinnamon oil, pimento oil, laurel oil, cedar leaf
oil, gerianol, verbenone, anise oil, bay oil, benzaldehyde, bergamot oil, bitter almond,
chlorothymol, cinnamic aldehyde, citronella oil, clove oil, coal tar, eucalyptus oil,
gualacol, lavender oil, mustard oil, phenol, phenyl salicylate, pine oil, pine needle
oil, sassafras oil, spike lavender oil, storax, thyme oil, tolu balsam, terpentine
oil, clove oil and combinations of two or more thereof; some preferred flavoring oils
are: for example oil of spearmint, peppermint, wintergreen, sassafras, clove, sage,
eucalyptus, cinnamon, lemon, orange and methyl salicylate);
- sweetening agents (such as sucrose, lactose, maltose, xylitol, sodium cyclamate, perillartine, aspartyl
phenyl alanine methyl ester, saccharine and the like);
- agents used to diminish teeth sensitivity (such as strontium chloride, potassium nitrate and potassium citrate);
- whitening agents (for example peroxides, such as urea peroxide, carbamide peroxide and/or hydrogen
peroxide);
- preservatives (such as sodium benzoate);
- substances that release fluoride ions to protect against caries (such as inorganic fluoride salts, for example sodium,
potassium, ammonium or calcium fluoride or organic fluorides such as amine fluoride);
- other agents (such as chlorophyll compounds) and/or ammoniated materials (such as urea, diammonium
phosphate) and/or mixtures thereof.
[0165] Another category of skin care formulations
are water in silicone systems (w/silicone emulsions).
[0166] Silicones or siloxanes (organosubstituted polysiloxanes), Dimethylpolysiloxanes,
methylphenylpolysiloxanes, cyclic silicones, and also amino-, fatty acid-, alcohol-,
polyether-, epoxy-, fluorine-, glycoside- and/or alkyl-modified silicone compounds,
which at room temperature may be in either liquid or resinous form. Linear polysiloxanes,
dimethicone (Dow Corning 200 fluid, Rhodia Mirasil DM), dimethiconol, cyclic silicone
fluids, cyclopentasiloxanes, volatiles (Dow Corning 345 fluid), phenyltrimethicone
(Dow Corning 556 fluid). Also suitable are simethicones, which are mixtures of dimethicones
having an average chain length of from 200 to 300 dimethylsiloxane units with hydrogenated
silicates. A detailed survey by Todd
et al. of suitable volatile silicones may in addition be found in
Cosm. Toil. 91, 27 (1976).
[0167] A concentration of those silicone emulsifiers ranging from 0.1% to 20% relative to
the total weight of the emulsion, and more particularly from 0.5% to 10%, is recommended
to develop stable emulsions.
Formulation examples
(I) All Purpose Cleaner providing antibacterial protection
[0168]

(II) All Purpose Cleaner, providing strong immediate bactericidal and long lasting
effects on treated surface
[0169]

(III) All Purpose Cleaner, providing bactericidal and long lasting effects on treated
surfaces
[0170]

(IV) All Purpose Cleaner and Disinfectant, provides strong immediate bactericidal
and long lasting effects on treated surfaces even at low concentrations
[0171]

(V) Bactericidal All Purpose Cleaner, providing strong immediate bactericidal and
long lasting effects on treated surfaces
[0172]

(VI) Anti-bacterial Fabric Softener based on conventional Quat
[0173]

(VII) Anti-bacterial Fabric Softener based on Esterquat
[0174]

(VIII) Antibacterial Heavy Duty Liquid Detergent
[0175]

(IX) Anti-bacterial Heavy Duty Liquid Detergent
[0176]

(X) Antibacterial Liquid Laundry Detergent
[0177]

(XI) Concentrated Anti-bacterial Fabric Softener based on Conventional Quat
[0178]

(XII) Concentrated Anti-bacterial Fabric Softener based on Esterquat
[0179]

(XIII) Antibacterial Surface disinfectant spray, providing strong immediate bactericidal
and long lasting effects on treated surfaces
[0180]

(XIV) Surface disinfectant wet wipes, providing strong immediate bactericidal and
long lasting effects on treated surfaces
[0181]

(XV) Surface disinfectant spray, providing strong immediate bactericidal and long
lasting effects on treated surfaces
[0182]

(XVI) Surface disinfectant spray, providing strong immediate bactericidal and long
lasting effects on treated surfaces
[0183]

(XVII) Surface disinfectant spray, providing strong immediate bactericidal and long
lasting effects on treated surfaces
[0184]

(XVIII) Surface disinfectant spray, providing strong immediate bactericidal and long
lasting effects on treated surfaces. Formulation can be diluted: 1 part to 9 parts
of water
[0185]

(XIX) Surface Disinfectant Spray, providing immediate bactericidal and long lasting
effects on treated surfaces
[0186]

(XX) Surface disinfectant wet wipes, providing immediate bactericidal and long lasting
effects on treated surfaces
[0187]

(XXI) Antibacterial Window Cleaner, providing immediate bactericidal and long lasting
effects on treated surfaces
[0188]

(XXII) Bactericidal Dishwashing Liquid, providing strong bactericidal and long lasting
antibacterial protection of dishwashing utensils
[0189]

(XVII) High Foaming and Mild Dishwashing liquid, providing strong bactericidal and
long lasting antibacterial protection of dishwashing utensils and sponges
[0190]

(XXIII) Disinfectant toilet cleaner, providing strong immediate bactericidal and long
lasting effects on treated surfaces
[0191]

(XXIV) Shoe deodorant (Alcohol based spray formulation)
[0192]

[0193] Biocides used in each of the above formulations (I) to (XXIV) are:
Bronopol, Phenoxyethanol, Glutaraldehyde, Formic Acid, Glyoxal, 2,4-Dichlorobenzylalcohol,
Dazomet (3,5-Dimetyl-1,3-5-thiadiazinane-2-thione), 1,3,5-Tris-(2-hydroxyethyl)-1,3,5-hexahydrotriaxine,
Cybutryne (2-Methylthio-4-tert-butylamino cyclopropylamino-6-(1,3,5-triazine)), Irgaguard®
B5000, Irgaguard® B6000, Irgaguard® B7000, Triclosan, 4,4'-Dichloro 2'-hydroxydiphenylether
(Diclosan, a.i. of Tinosan®HP 100).
[0194] The following examples illustrate the invention. Wherever noted, room temperature
(r.t.) depicts a temperature from the range 22-25°C; over night means a period of
12 to 15 hours; percentages are given by weight, if not indicated otherwise.
Abbreviations:
[0195]
- HPLC
- high pressure liquid chromatography
- Mw
- molecular weight (usually as detected by GPC)
- GPC
- gel permeation chromatography
- DSC
- differential scanning calorimetry
- NMR
- nuclear magnetic resonance
- a.i.
- active ingredient
Example 1
[0196] Microbiological data demonstrating synergistic efficacy of biocides (reduction of
the number of viable cells expressed as common logarythm (log redn.)) in combinations
with Polyethylenimines are summarized in the following tables. Lines in grey shading
indicate control sample (no PEI or no biocide added):
Table 1: Examples for synergistic bactericidal effects of biocides in combination with Polyethylenimines.
The bactericidal activities are determined according to to method EN1040 against
Pseudomonas aeruginosa ATCC 15442.
Conc. of PEI |
Conc. of Biocide |
log redn. after Contact time |
PEI |
[ppm a.i.] |
Biocide |
[% a.i.] |
1 hr |
3 hrs |
6 hrs |
24 hrs |
Lupasol® FG |
100 |
|
|
2.3 |
3.2 |
4.1 |
> 6 |
|
|
Phenoxyethanol |
1 |
< 1 |
1.3 |
2.8 |
> 6 |
Lupasol® FG |
100 |
Phenoxyethanol |
1 |
> 5 |
> 5 |
> 5 |
> 5 |
PEI (II) |
50 |
|
|
3.5 |
4.4 |
> 5 |
> 6 |
|
|
Phenoxyethanol |
1 |
< 1 |
1.3 |
2.8 |
> 6 |
PEI (II) |
50 |
Phenoxyethanol |
1 |
> 5 |
> 5 |
> 5 |
> 5 |
Lupasol® WF |
50 |
|
|
> 5 |
5.0 |
5 |
> 5 |
|
|
Phenoxyethanol |
1 |
< 1 |
1.3 |
2.8 |
> 6 |
Lupasol® WF |
50 |
Phenoxyethanol |
1 |
> 5 |
5.0 |
5.0 |
> 5 |
PEI (IV) |
80 |
|
|
<1 |
<1 |
< 1 |
>1 |
|
|
Phenoxyethanol |
1 |
< 1 |
1.3 |
2.8 |
> 6 |
PEI (IV) |
80 |
Phenoxyethanol |
1 |
> 5 |
> 5 |
> 5 |
> 5 |
PEI (IV) |
80 |
|
|
< 1 |
< 1 |
< 1 |
> 6 |
|
|
Bronopol |
0.1 |
< 1 |
< 1 |
4.2 |
2.4 |
PEI (IV) |
80 |
Bronopol |
0.1 |
< 1 |
1.7 |
> 5 |
> 5 |
Table 2: Examples for synergistic bactericidal effects of biocides in combination with Polyethylenimines.
The bactericidal activities are determined according to to method EN1040 against
Staphylococcus aureus ATCC 6538.
Conc. of PEI |
Conc. of Biocide |
log redn. after Contact time |
PEI |
[ppm a.i.] |
Biocide |
[% a.i.] |
1 hr |
3 hrs |
6 hrs |
24 hrs |
Lupasol® FG |
100 |
|
|
< 1 |
1.2 |
1.2 |
2.3 |
|
|
Phenoxyethanol |
1 |
< 1 |
< 1 |
< 1 |
1.1 |
Lupasol® FG |
100 |
Phenoxyethanol |
1 |
1.0 |
1.7 |
4.5 |
> 5 |
PEI (II) |
50 |
|
|
1.3 |
2.1 |
1.9 |
4.4 |
|
|
Phenoxyethanol |
1 |
< 1 |
< 1 |
< 1 |
1.1 |
PEI (II) |
50 |
Phenoxyethanol |
1 |
1.3 |
4.4 |
> 5 |
> 5 |
Lupasol® WF |
50 |
|
|
< 1 |
2.1 |
3.1 |
> 5 |
|
|
Phenoxyethanol |
1 |
< 1 |
< 1 |
< 1 |
1.1 |
Lupasol® WF |
50 |
Phenoxyethanol |
1 |
> 5 |
> 5 |
> 5 |
> 5 |
PEI (IV) |
50 |
|
|
< 1 |
< 1 |
< 1 |
< 1 |
|
|
Phenoxyethanol |
1 |
< 1 |
< 1 |
< 1 |
1.1 |
PEI (IV) |
50 |
Phenoxyethanol |
1 |
< 1 |
< 1 |
< 1 |
4.2 |
PEI (IV) |
80 |
|
|
< 1 |
< 1 |
< 1 |
> 1 |
|
|
Bronopol |
0.1 |
< 1 |
< 1 |
< 1 |
2.4 |
PEI (IV) |
80 |
Bronopol |
0.1 |
< 1 |
< 1 |
< 1 |
> 5 |
Table 3: Boosting efficacy of Polyethylenimines and Tinosan® HP 100. The bactericidal activities
are determined according to to method EN1276 against
Staphylococcus aureus ATCC 6538.
Conc. of PEI |
Conc. of Biocide |
log redn. after Contact time |
PEI |
[ppm a.i.] |
Biocide |
[ppm a.i.] |
5 min |
|
|
Tinosan® HP 100 |
250 |
4.9 |
Lupasol® FG |
100 |
Tinosan® HP 100 |
250 |
5.1 |
Lupasol® FG |
1000 |
Tinosan® HP 100 |
250 |
5.4 |
[0197] An independent study (control) shows that 1000 ppm (a.i.) Lupasol® FG alone has no
bactericidal activity at a contact time of 5 minutes (<1 log reduction) against S.
aureus ATCC 6538.
Example 2
[0198] Preservation Challenge Test according to the test method for topical products described
in
Eur. Pharm. edition 7.1 against several typical bacterial or fungal spoilage microorganisms. A surfactant
formulation (45% Cocoamidopropyl betaine in water) is preserved with 0.5% phenoxyethanol
alone or in combination with 0.1% polyethylene-imine (referring to active ingredient).
[0199] Samples are inoculated with 1.5 to 3.5 x 10
5 cfu/ml as indicated in Table 5 below. After 7 days of incubation at 20 °C, samples
are taken and the total viable count is determined. Log reductions are calculated
with reference to the initial germ load. The results show that the combination of
phenoxyethanol with polyethylenimines perform better with regard to antimicrobial
activity than phenoxyethanol alone. Table 4 shows the composition of formulations,
Table 5 shows antimicrobial efficacies (log red.) after 7d of contact time.
Table 4: Formulations
Ingredient |
Sample 25 (comparison) |
Sample 26 (invention) |
Sample 27 (invention |
Sample 28 (invention |
surfactant formulation |
11.11 % |
11.11 % |
11.11 % |
11.11 % |
phenoxyethanol |
0.5 % |
0.5 % |
0.5 % |
0.5 % |
Lupasol® WF |
- |
0.1 % |
- |
- |
Lupasol® FG |
- |
- |
0.1 % |
- |
PEI (IV) |
- |
- |
- |
0.1 % |
Water |
to 100 % |
to 100 % |
to 100 % |
to 100 % |
[0200] pH is adjusted to 7 by addition of citric acid and/or NaOH.
Table 5: Antimicrobial effect (log red. after 7 days of contact time
Test organism |
Initial germ load [cfu/ml] |
Sample 25 (comp.) |
Sample 26 (invention) |
Sample 27 (invention) |
Sample 28 (invention) |
P. aeruginosa ATCC 9027 |
2.5 x 105 |
≤1 |
≥3 |
≥3 |
≤1 |
S. aureus ATCC 6538 |
1.9 x 105 |
≥3 |
5 |
5 |
≥3 |
C. albicans ATCC 10231 |
3.4 x 105 |
≥4 |
6 |
6 |
6 |
Example 3: Bactericidal Effect
[0201] Bactericidal activities are determined according to method EN1040 against Staphylococcus
aureus ATCC 6538, Pseudomonas aeruginosa ATCC 15442 and Escherichia coli ATCC 10536.
Suspensions adjusted to pH 4, pH 7 and pH 9 by addition of citric acid and/or NaOH
are used. Bactericidal efficacies are given in the following tables as log reduction
calculated from total viable counts compared to the water control. The microbicidal
activities are determined after the following contact times: 5 minutes, 15 minutes,
30 minutes, 60 minutes, 3 hours, 6 hours and 24 hours. Effects (log red.) by bactericide
alone, polyethylenimine alone, and by the combination of bactericide and polyethylenimine
are compiled in Tables 6 (Lupasol® FG), Table 7 (Lupasol® WF) and Table 8 (PEI (IV)).

Example 4: Fungicidal Effect